大阪大学薬学部 医薬合成化学分野

2007 Publications

2007

1 Cerium Ammonium Nitrate (CAN) for Mild and Efficient Reagent to Remove Hydroxyethyl Units from 2-Hydroxyethyl Ethers and 2-Hydroxyethyl Amines
H. Fujioka, H. Hirose, Y. Ohba, K. Murai, K. Nakahara, Y. Kita
Tetrahedron, 63, 625-637 (2007)
2 One-Pot Synthesis of Imidazolines from Aldehydes: Detailed Study About
Solvents and Substrates; H. Fujioka, K. Murai, O. Kubo, Y. Ohba, Y. Kita
Tetrahedron, 63, 638-643 (2007).
3 Direct Cyanation of Heteroaromatic Compounds Mediated by Hypervalent Iodine(III) Reagents:
In Situ Generation of PhI(III)-CN Species and Their Cyano Transfer;
T. Dohi, K. Morimoto, N. Takenaga, A. Goto, A. Maruyama, Y. Kiyono, H. Tohma, Yasuyuki Kita
J. Org. Chem.,72,109-116 (2007).
4 Reaction of THP-ethers with TESOTf-2,4,6-Collidine Combination: Speculation of the Intermediate, Efficient Deprotection, and Application to Efficient Ring-Closing Metathesis as a Tether
H. Fujioka, T. Okitsu, T. Ohnaka, Y. Sawama, O. Kubo, K. Okamoto, Y. Kita
Adv. Synth. Catal., 349, 636-646 (2007).
5 Synthesis of N-functionalized Oleamide Derivatives
Y. Ohba, Y. Kanao, M. Takatsuji, M. Ito, N. Yabuta, H. Nojima, Y. Kita
Tetrahedron, 63, 3754-3761 (2007).
6 Nucleophilic Attack of Intramolecular Hydroxyl Groups on Electron-Rich Aromatics Using Hypervalent Iodine(III) Oxidation
K. Hata, H. Hamamoto, Y. Shiozaki, S. B. Cammerer, Y. Kita
Tetrahedron, 63, 4052-4060 (2007).
7 New Three-Component Reaction: Novel Formation of a Seven-Membered Ring by the Unexpected Reaction at the γ-Position of the β-Keto Ester
H. Fujioka, K. Murai, O. Kubo, Y. Ohba, Y. Kita
Org. Lett., 9, 1687-1690 (2007).
8 Facile and Efficient Synthesis of Lactols by Domino Reaction of 2, 3-Epoxy Alcohol Using Hypervalent Iodine(III) Reagent and Its Application to the Synthesis of Lactones and Asymmetric Synthesis of (+)-Tanikolide
H. Fujioka, S. Matsuda, M. Horai, E. Fujii, M. Morishita, N. Nishiguchi, K. Hata, Y. Kita
Chem. Eur. J., 13, 5238-5248 (2007).
9 Oleamide Derivative Suppress both Tumor growth and Spontaneous Metastasis by inhibiting Connexin 26
Y. Ohba, Y. Kanao, N.Morita, E. Fujii, M. Horai, H. Hirose, D. Miura, A. Watari, M. Yutsudo, N. Yabuta, A. Ito, Y. Kita, H. Nojima
Int. J. Cancer, 121, 47-54 (2007).
10 First Hypervalent Iodine(III)-Catalyzed C-N Bond forming Reaction: Catalytic Spirocyclization of amides to N-Fused Spirolactams;
T. Dohi, A. Maruyama, Y. Minamitsuji, N. Takenaga, Y. Kita, Chem. Commun., 1224-1226 (2007).
11 Alkylation of Oxacyclic Ethers with TESOTf-2,4,6-Collidin-Gilman Reagent Combination:
Remarkable Discrimination of Two Ether Oxygens
H. Fujioka, T. Ohnaka, t. Okitsu, O. Kubo, K. Okamoto, Y. Sawama, Y. Kita
Heterocycles, 72, 529-540 (2007).
12 Direct Lactone Formation Using Hypervalent Iodine(III) Reagentswith KBr via Selective C-H Abstraction Protocol
T. Dohi, N.Takanaga, A. Goto, A. Maruyama, Y. Kita
Org. Lett., 9, 3129-3132 (2007).
13 Versatile Direct Dehydrative Approach for Diaryliodonium(III) Salts in Fluoroalcohol Media
T. Dohi, N.Takanaga, A. Goto, A. Maruyama, Y. Kita
Chem. Commun., 4152-4154 (2007).
14 The First Total Synthesis of (±)-γ-Rubromycin via Double Aromatic Pummerer-Type Reactions
S. Akai, \K. Kakiguchi, Y. Nakamura, I. Kuriwaki, T. Dohi, S. Harada, Y. Kita
Angew. Chem. Int. Ed., 46, 7458-7561 (2007).
15 Organic Chemistry Using Weakly Electrophilic Salts: Efficient Formation of O,O- Mixed,O,S- and N,O-Acetals;
H. Fujioka, T. Okitsu, T. Ohnaka, R. Li, O. Kubo, K. Okamoto, Y. Sawama, Y. Kita,
J. Org. Chem., 72, 7898-7902 (2007).
16 Regioselective Bipyrrole Coupling of Pyrroles and 3-Substituted Pyrroles Using Phenyliodine(III) Bis(trifluoroacetate)
T. Dohi, K. Morimoto, M. Ito, Y. Kita
Synthesis, 2007, 2913-2919.
17 New Orientation for Natural Product Synthesis: Concise Synthesis of (+)-Sch 642305 by Chiral Auxiliary Multi-Use Methodology
H Fujioka, Y. Ohba, K. Nakahara, M. Takatsuji, K. Murai, M. Ito, Y. Kita,
Org. Lett., 9, 5605-5608 (2007).
18 Concise Total Synthesis of (-)-Spongotine A
K. Murai, M. Morishita, R. Nakatani, O. Kubo, H. Fujioka, Y. Kita,
J. Org. Chem., 72, 8947-8949 (2007).
19 Concise Asymmetric Total Synthesis of Scyphostatin, a Potent Inhibitor of Neutral Shingomyelinase
H. Fujioka, Y. Sawama, N. Kotoku, T. Ohnaka,T. Okitsu, N. Murata, O. Kubo, R. Li, Y. Kita
Chem. Eur. J., 13, 10225-10238 (2007).

総説

20 Enantioselectve Constructions of Quaternary Carbons and Their application to the  Asymmetric Total syntheses of Fredericamycin A and Discorhabdin A
Y. Kita, H. Fujioka
Pure & Appl. Chem., 79, 701-703 (2007).
21 リパーゼが触媒する不斉合成反応の新展開, 赤井周司,
北 泰行, 有合化, 65, 772-773 (2007).
22 Oleamide Derivative are Prototypical Anti-Metastasis Drugs That Have Minimal Side Effects and Act by Inhibiting Connexin 26
H. Nojima, Y. Ohba, Y. Kita
Current Drug Safety, 2, 204-211 (2007).

著書

23 有澤光弘, 北 泰行;天然物化学, 植物編; 324-335 (2007).(アイピーシー出版社)
24 S. Akai, Y. Kita; “The Sulfur-mediated Rearrangement”, Recent Advances in Pummerer Reactions;
Topics in Current Chemistry , 274, 35-76 (2007). (Springer)

2006

1 Regioselective, nucleophilic carbon-carbon bond formation at the C4-position of indoles initiated by the aromaticPummerer-Type reaction;S.
Akai, N. Kawashita, Y. Wada, H. Satoh, A. Hessamian, K. Kakiguchi, I. Kuriwaki and Y. Kita, Tetrhedron Lett., 47, 1881-1884(2006).
2 Intramolecular bromo-amination of 1,4-cyclohexadiene aminal: one-pot discrimination of two olefins and concise asymmetric synthesis of (-)-gamma-lycolane;
H. Fujioka, K. Murai, Y. Ohba, H. Hirose, Y. Kita, Chem. Commun, 832-834(2006).
3 Reaction of the Acetals with TESOTf‐Base Combination; Speculation of the Intermediates andEfficient Mixed Acetal Formation;
H. Fujioka, T. Okitsu, Y. Sawama, N. Murata, R. Li, and Y. Kita, J. Am. Chem. Soc.,128, 5930-5938(2006).
4 Direct Synthesis of Bipyrroles Using Phenyliodine Bis(trifluoroacetate) with Bromotrimethylsilane;
Y. Dohi, K. Morimoto, A. Maruyama, Y. Kita, Org. Lett., 8, 2007-2010(2006).
5 A Dynamic Kinetic Resolution of Allyl Alcohols by the Combined Use of Lipases and VO(OSiPh3)3;
S. Akai, K. Tanimoto, Y. Kanao, M. Egi, T. Yamamoto, and Y. Kita, Angew. Chem. Int. Ed., 45, 2592-2595(2006).
6 A Facile and Clean Direct Cyanation of Heteroaromatic Compounds Using a Recyclable Hypervalent Iodine(III) Reagent;
T. Dohi, K. Morimoto, N. Takenaga, A. Gto, A. Maruyama, Y. Kita,Chem. Pharm. Bull., 54, 1608-1610(2006).
7 Highly Chemoselective Alkylation of Acetals Using TESOTf-2,4,6-Collidine-Gilman Reagent Combination;
H. Fujioka, T. Okitsu, Y. Sawama, T. Ohnaka, Y. Kita, Synlett, 3077-3080 (2006).
8 The Efficient Direct Synthesis of N,O-Acetal Compounds As Key Intermediates of Discorhabdin A:
Oxidative Fragmentation Reaction of α-Amino Acids or β-Amino Alcohols by Using Hypervalent Iodine(III) Reagents;
Y. Harayama, M. Yoshida, D. Kamimura, Y. Wada, Y. Kita, Chem. Eur. J., 12, 4893-4899(2006).
9 Lewis Acid-Promoted Rearrangement of 2,3-Epoxy Alcohol Derivatives:
Stereochemical Control and Selective Formation of Two Types of Chiral Quaternary Carbon Centers from the Single Carbon Skeleton;
Y. Kita, S. Matsuda, R. Inoguchi, G. K. Jnaneshwara, H. Fujioka, J. Org. Chem., 71, 5191-5197 (2006).

総説

10 土肥 寿文, 北 泰行;
超原子価ヨウ素反応剤の触媒化-共酸化剤存在下での酸化反応, 化学(最新のトピックス), 61, 68-69 (2006).
11 土肥 寿文;
超原子価ヨウ素(III)を用いる環境調和型酸化反応の開発, 薬学雑誌, 126, 757-766 (2006).

著書

12 Y. Kita;
Strategic Applications of Named Reactions in Organic Synthesi, 分担, 50-51他 (2006) (化学同人)
13 北 泰行; 化学者たちの感動の瞬間, 第2部 天然物合成編, 分担, 174-178 (2006).(化学同人)
14 M. Matsugi, Y. Kita; Encyclopedia of Reagents for Organic Synthesis: V-50 and V-501, 215-217(2006). (Wiley John & Sons Ltd)

 

 2005

1 Efficient Synthesis of Thioesters and Amides from Aldehydes Using an Intramolecular Radical Reaction in Water;
H. Nambu, K. Hata, M. Matsugi, and Y. Kita,
Chemistry A-European Journal, 10, 1-10 (2005).
2 SnCl4-promoted Rearrangement of 2, 3- Epoxy Alcohol Derivatives: Stereochemical Control of the Reaction;
Y. Kita, S. Matsuda, R. Inoguchi, G. K. Jnanshwara, and H. Fujioka, Tetrahedron Lett., 46, 89-91 (2005).
3 A Double Iodoetherification of sigma-Symmetric Diene Acetals for Installing Four Stereogenic Centers in Single Operation: Short Asymmetric Total Synthesis of Rubrenolide; H. Fujioka, K. Ohba, H. Hirose, K. Murai and Y. Kita, Angew. Chem. Int. Ed., 44, 734-737 (2005).
4 Novel and Direct Oxidative Cyanation Reactions of Heteroaromatic Compounds Mediated by Hypervalent Iodine(III) Reagents;
T. Dohi, K. Morimoto, Y. Kiyono, H. Tohma, and Y. Kita, Org, Lett, 7, 537-540 (2005).
5 The novel and efficient direct synthesis of N,O-acetal compounds using hypervalent iodine(III) reagent: An improved synthetic method for key intermediate of discorhabdins; Y. Harayama, M. Yoshida, D. Kamimura and Y. Kita, Chem. Commun, 2005, 1764-1766
6 Lipase-catalyzed domino kinetic resolution of alpha-hydroxynitrones/intramolecular 1,3-dipolar cycloaddition: A concise asymmetric total synthesis of (-)-rosmarinecine;
S. Akai, K. Tanimoto, Y. Kanao, S.Ohmura, and Y. Kita, Chem. Commun., 2005, 2369-2371.
7 A mild and efficient one-pot synthesis of 2- imidazolines from aldehydes;
H. Fujioka, K. Murai, Y. Ohba, A. Hiramatsu, and Y. Kita, Tetrahedron Lett.,46 2197-2199 (2005).
8 An unique site-selective reaction of ketones with new recyclable hypervalent
iodine(III) reagents tetraphenylmethane structure; T. Dohi, A. Maruyama,
M. Yoshimura, K. Morimoto, H. Thoma, M. Shiro, and Y. Kita, Chem. Commun.,
2005, 2205-2207.
9 A New Synthesis of Dienone Lactones Using a Combination of Hypervalent Iodine(III) Reagent and Heteropoly Acid;
K. Hata, H. Hamamoto, Y. Shiozaki, and Y. Kita, Chem. Commun., 2005, 2465-2467.
10 The Synthesis of Head to Tail (H-T) Dimers of 3-Substituted Thiophenes By the Hypervalent Iodine(III)-Induced Oxidative Biaryl Coupling Reaction;
T. Dohi, K. Morimoto, Y. Kiyono, A. Maruyama, H. Tohma, and Y. Kita,Chem. Commun., 2005, 2930-2932.
11 Asymmetric Synthesis by the Intramolecular Haloetherification Reaction of Ene Acetal: Discrimination of Prichiral Dienes in Cyclohexane Systems;
H. Fujioka, N. Kotoku, Y. Sawama, H. Kitagawa, Y. Ohba, T-L Wang, Y. Nagatomi, and Y. Kita, Chem. Pharm. Bull., 53, 952-957 (2005).
12 Mild and Efficient Removal of Hydroxyethyl Unit from 2-Hydroxyethyl Ether Derivatives Leading to Alcohols;
H. Fujioka, Y.Ohba, H. Hirose, K.Murai, and Y. Kita, Org. Lett., 7, 3303-3306 (2005).
13 Domino Reaction of 2,3-Epoxy-1-alcohols and PIFA in the Presence of H2O and Concise Synthesis of (+)-Tanikolide;
Y. Kita, S. Matsuda, E. Fujii, M. Horai, K. Hata and H. Fujioka , Angew. Chem. Int. Ed., 44, 5857-5860 (2005).
14 Versatilehypervalent Iodine(III)-Catalyzed Oxidations Using M-Chloroperbenzoic Acid as A Co-Oxidant;
T. Dohi, A. Maruyama, M. Yoshimura, K. Morimoto, H. Tohma, and Y. Kita, Angew. Chem. Int. Ed., 44, 6193-6196 (2005).
15 Asymmetric Total Synthesis of Fredericamycin A : An Intramolecular Cycloaddition Pathway;
S. Akai, T. Tsujino, N. Fukuda, K. Iio, Y. Takeda, K. Kawaguchi, T. Naka, K. Higuchi, E. Akiyama, H. Fujioka, and Y. Kita,Chemistry A-European Journal, 11, 6286-6297 (2005).
16 Hypervalent Iodine(III) Reagent-Promoted Rearrangement and Subsequent Oxidative Ring Cleavage of Cyclic 2,3-Epoxy-1-alcohol Derivatives;
Y. Kita, S. Matsuda, E. Fujii, S. Kitagaki, R. Inoguchi, K. Hata, and H. Fujioka,Heterocycles, 66, 309-317 (2005).

総説・著書

17 Pyrroloiminoquinone Alkaloids: Discorhabdins and Makaluvamines; Y. Harayama, and Y. Kita,Current Org. Chem. 9. 1567-1588 (2005).
18 北 泰行 , 原山 悠, 当麻博文;
現代化学・増刊43, 「最新有機合成化学」ヘテロ原子遷移金属化合物を用いる合成-ディスコハブディン類の合成:
超原子価ヨウ素化合物の反応、(分担) p166-180 (2005) (東京化学同人)
19 北 泰行、赤井周司;化学系薬学Ⅱターゲット分子の合成と生体分子・医薬品の化学(分担)
日本薬学会編 p-4-19(2005)(東京化学同人)
20 土肥寿文、北 泰行;
ファインケミカルズシリーズ ヨウ素化合物の機能と応用(分担)超原子価ヨウ素化合物を用いる有機合成 p105-115 (2005)(シーエムシー出版)

 

2004

1 A Novel Separation Technique of Diastereomeric Ester of Pyridylethanols by Extraction: Formal Total Synthesis of PNU-142721, HIV-1 Reverse Transcriptase Inhibitor;
M. Matsugi, K. Itoh, M. Nojima, Y. Hagimoto, and Yasuyuki Kita, Tetrahedron, 60, 3311-3317(2004).
2 Lipase-Catalyzed Domino Dynamic-Kinetic-Resolution of Racemic 3-Vinyl-cyclohex-2-en-1-ols/Intramolecular Diels-Alder Reaction: One-Pot Synthesis of Optically Active Polysubstituted Decalins;
S. Akai, K. Tanimoto, and Y. Kita, Angew. Chem. Int. Ed., 43, 1407-1410 (2004)
3 Enantiodivergent Preparation of Optically Active Oxindoles Having a Stereogenic Quaternary Carbonat the C3 Position via the Lipase-Catalyzed Desymmetrization Protocol Effective Use of 2-Furoates for Either Enzymatic Esterification of Hydrolysis;
S. Akai, T. Tsujino, E.. Akiyama, K. Tanimoto,T. Naka, and Y. Kita, J. Org. Chem., 69, 2478-2486 (2004).
4 A Novel and Direct Synthesis of Chroman Derivatives Using a Hypervalent Iodine(III) Reagent; H. Hamamoto, K. Hata, H. Nambu, Y. Shiozaki, H. Tohma, Y. Kita, Tetrahedron Lett., 45, 2293-2295 (2004).
5 Unexpected Reaction of 2, 3 Epoxy Sulfonates: Novel Formation of Two Enones with Reversed Substituents At α-and β-Positions from The Single Isomer;
H. Fujioka, Y. Ohba, J. Futamura, and Y. Kita, Heterocycles, 62, 453-462 (2004).
6 Preparation and Reactivity of 1, 3, 5, 7-Tetrakis[4- (diacetoxyiodo) phenyl]adamantane a Recyclable Hypervalent Iodine(III) Reagent;
H. Tohma, A. Maruyama, A. Maeda, T, Maegawa, T. Dohi, M. Shiro, T. Morita, and Y. Kita, Angew. Chem. Int. Ed,, 43, 3595-3598 (2004).
7 The Efficient Synthesis of Morphinandienone Alkaloids Using a Combination of Hypervalent Iodine(III) Reagent and Heteropoly Acid;
H. Hamamoto, Y. Shiozaki, H. Nambu, K. Hata, H. Tohma, and Y. Kita,Chemistry A-European Journal, 2004, 4977-4982 (2004).
8 Asymmetric Desymmetrization Based on an Intramolecular Haloetherification: Highly Effective and Recyclable Chiral Non-racemic Auxiliary, 2-exo-Methyl-3-endo-phenyl-5-norbornene-2-carboxaldehyde, for meso-1,3-, and meso-1,4-Diols;
H. Fujioka, T. Fujita, N. Kotoku, Y. Ohba, Y. Nagatomi, A. Hiramatsu, and Y. Kita, Chemistry A-European Journal, 2004, 5386-5397 (2004).
9 Unexpected Highly Chemselective Deprotection of the Acetals from Aldehydes and Not Ketones: TESOTf-2, 6-Lutidine Combination;
H. Fujioka, Y. Sawama, N. Murata, T. Okitsu, O. Kubo, S. Matsuda, and Y. Kita, J. Am. Chem. Soc., 126, 11800-11801 (2004).
10 A Novel and Concise Synthesis of Spirodienone Alkaloids Using Hypervalent Iodine(III) Reagents;
H. Hamamoto, Y. Shiozaki, K. Hata, H. Tohma, and Y. Kita, Chem. Pharm. Bull. 52, 1231-1234 (2004).
11 Highly Regioselective Nucleophilic Carbon-Carbon Bond Formation on Furans and Thiophenes Initiated by Pummerer-Type Reaction;
S. Akai, N. Kawashita, H. Satoh, Y. Wada, K. Kakiguchi, I. Kuriwaki and Y. Kita, Org. Lett., 6, 3793-3796 (2004).
12 A Simple and Efficient Radical Reduction Using Water-SolubleRadical Initiator and Hypophosphorous Acid inAqueous Alcohol;
H. Nambu, A. A.Hessamian, K. Hata, H. Fujioka and Y. Kita,Tetrahedron Lett., 45, 8927-8929 (2004).
13 A Derivative of oleamide potently inhibits the spontaneous metastasis of mouse melanoma BL6 cells;
A. Ito, N. Morita, D. Miura, Y. Koma, T. R. Kataoka, H.Yamasaki, Y. Kitamura, Y. Kita, and H. NojimaCarcinogenesis, 25, 2015-2022 (2004).
14 超原子価ヨウ素試薬を用いる水中での新規酸化反応の開発:Development of Novel Reactions in Water Using Hypervalent Iodine Reagents;
当麻博文、北 泰行, 有機合成化学協会誌, 62, 116-127 (2004).
15 Hypervalent Iodine Reagents for the Oxidation of Alcohols and Their Application to Complex Molecule Synthesis;
H. Tohma, Y. Kita, Advanced Synthesis & Catalsis, 346, 111-124 (2004).
16 1-Alkoxyvinyl Esters: Renaissence of Half-Centry-Old Acyl Donors with Potential Applicability; S. Akai, Y. Kita,The Chemical Record, 4, 363-372 (2004).

著書

17 有機合成からのアプローチ創薬化学;北 泰行, 平岡哲夫, 東京化学同人 (2004)
18 新規基盤反応開発と抗腫瘍活性天然物の全合成; 北 泰行, 化学工業, 55, 597-603 (2004)
19 現代化学増刊 最新有機合成化学, 東京化学同人 (2004)

特許

20 コネキシン26を標的とした新しい癌転移予知診断システムの開発に関する発明
野島 博、北 泰行、伊藤彰彦
公開番号:2004-060398
21 アセタールの選択的脱保護法
北 泰行、藤岡弘道、澤間善成
出願番号:2004-196870

 

2003

1 An Efficient Methodology for the C-C bond forming Radical Cyclization of Hydrophobic Substrates in Water: Effect of Additive on Radical Reaction in Water;
H. Nambu, G. Anilkumar, M. Matsugi and Y. Kita,Tetrahedron, 59, 77-85 (2003).
2 Kinetically Controlled Optical Resolution of Racemic Norbornene Aldehyde Derivatives;
H. Fujioka, N. Kotoku, T. Fujita, R. Inoguchi, K. Murai, Y. Nagatomi, Y. Sawama and Y. Kita,Chirality, 15, 60-67 (2003).
3 Concise Asymmetric Synthesis of (-)-Herbertenediol;
Y. Kita, J. Futamura, Y. Ohba, Y. Sawama, J. K. Ganesh and H. Fujioka,Tet. Lett., 44, 411-413 (2003).
4 The Rearrangement of 2, 3-Epoxysulfonates and Its Application to Natural Products Syntheses:Formal Synthesis of (-)-Aphanorphine and Total Syntheses of (-)α-Herbertenol and (-)-Herbertenediol;
Y. Kita, J. Futamura, Y. Ohba, Y. Sawama, J. K. Ganesh and H. Fujioka, J. Org. Chem., 68, 5917-5924(2003).
5 A Simple Determination Method of the Absolute Configuration of 1-Arylethanthiols by an Intramolecular CH/π Shielding Effect in 1H-NMR of Diatstereomeric Thiol Esters;
M. Matsugi, Y. Hagimoto, K. Itoh, M. Nojima and Y. Kita, Chem. Pharm. Bull., 51, 460-462 (2003).
6 Optical Resolution of (±)-1-furo[2, 3-c] Pyridin-5-Yl-Ethanol Using Extraction Technique: Formal Total Synthesis of PNU-142721, HIV-1 Reverse Transcriptase Inhibitor;
M. Matsugi, K. Itoh, M. Nojima, Y. Hagimoto and Y. Kita, Tetrahedron Lett., 44, 3355-3358 (2003).
7 Practical non-enzymatic kinetic resolution of (±)-trans-2-arylcyclohexanols using 3β-acetoxyetienic acid, DCC and DMAP;
M. Matsugi, Y. Hagimoto, M. Nojima and Y. Kita, Org. Process. Res. Dev., 7, 583-584 (2003).
8 Facile and Efficient Oxidative Transformation of Primary Alcohols to Methyl Esters in Water Using Hypervalent Iodine(III) Reagents;
H. Tohma, T. Maegawa and Y. Kita, Synlett, 2003, 723-725.
9 A Novel and Direct Synthesis of Alkylated 2, 2’-Bithiophene Derivatives Using A Combination of Hypervalent Iodine(III) Reagent and BF3・Et2O;
H. Tohma, M. Iwata, T. Maegawa, Y. Kiyono, A. Maruyama and Y. Kita, Org. Biomol. Chem., 1, 1647-1649 (2003).
10 The First Total Syntheis of Discorhabdin A;
H. Tohma, Y. Harayama, M. Hashizume, M. Iwata, Y. Kiyono, M. Egi and Y. Kita, J. Am. Chem. Soc., 125, 11235-11240 (2003).
11 A Convenient Synthesis of the Berapost Intermediate: A Useful Method for Introducing a C3 Unit at the Benzyl Position;
K. Higuchi, K. Sawada, H. Nambu, T.Shogaki and Y. Kita, Org. Lett., 5, 3703-3704 (2003).
12 Facile and Efficient Oxidation of Sulfides to Sulfoxides in Water Using Hypervalent Iodine Reagents;
H. Tohma, T. Maegawa and Y. Kita, Arkivoc, 6, 62-70 (2003).
13 Synthesis of p- Phenylthio- peri-Hydroxy Polyaromatic Compounds by Strong-Base-Induced [4+2] Cycloaddition of- 4 (Phenylthio)Homophthalic Anhydrides with Phenylsulfinyl-Dienophiles, K. Iio, A. Okajima, Y. Takeda, K. Kawaguchi, B. A. Whelan, S. Akai and Y. Kita, Arkivoc, 8, 144-162 (2003).
14 Oxidative Coupling Reaction of Phenol Ether Derivatives Using the Activated Hypervalent Iodine(III) Reagent;
H. Hamamoto, H. Tohma and Y. Kita, FIU Report, 6, 115-127 (2003).
15 次世代型酵素触媒反応を志向する不斉合成反応の開発研究;
赤井周司, 薬学雑誌
(学術振興賞受賞総説), 123, 919-931(2003).
16 電子吸引性保護基(アシル基, スルホニル基)を持つエポキシアルコール類の酸転位反応:不斉四級炭素および不斉スピロ中心の構築と天然物合成への応用;
藤岡弘道、吉田 裕、北 泰行, 有機合成化学協会誌, 61, 39-49 (2003).

著書

17 H. Tohma and Y. Kita; Chapter 8: Synthetic Applications (Total Synthesis and NaturalProduct Synthesis);
Hypervalent Iodine Chemistry -Modern Developments in Organic Synthesis (T. Wirth, Ed.); Top. Current Chem. (Springer-Verlag), 224, 209-248 (2003)
18 藤岡弘道;実験化学講座19巻有機合成7, 2003, 210-230.

特許

19 新規ガランタミン類縁体
宮本秀一、北 泰行、有澤光弘、森田延喜
公開番号:2003-26683
20 低分子リサイクル型超原子価ヨウ素試薬
当麻博文、北 泰行
公開番号:2003-387527
21 光学活性体の絶対配置決定法
松儀真人、野島正朋、北 泰行、伊藤衣世、萩本有里
公開番号:2003-48895
22 光学活性ピリジルアルコール類の製造方法
松儀真人、野島正朋、北 泰行
公開番号:2003-48896
23 ディスコハブディン誘導体
北 泰行、当麻博文
公開番号:2003-246787
24 コネキシン26阻害剤および癌転移抑制剤
北 泰行、野島 博、伊藤彰彦、森田延嘉
国際出願:PCT/JP03/15243

 

2002

1 Efficient Lipase-Catalyzed Enantioselective Desymmetrization of Prochiral 2,2- Disubstituted 1,3-Propanediols and meso 1, 2-Diols Using 1-Ethoxyvinyl 2-Furoate;
S. Akai, T. Naka, T. Fujita, Y. Takebe, T. Tsujino, and Y. Kita, J. Org. Chem., 67, 411-419 (2002).
2 Synthetics Studies on the Sulfur-Cross-linked Core of Antitumor Marine Alkaloid, Discorhabdins: Total Synthesis of Discorhabdin A;
H. Tohma, Y. Harayama, M. Hashizume, M. Iwata, M. Egi, and Y. Kita,Angew. Chem. Int. Ed., 41, 348-350 (2002).
3 A Simple and Efficient Iodination of Alcohols on Polymer Supported Triphenylphosphine;
G. Anilkumar, H. Nambu, and Y. Kita,Org. Proc. & Res. Dev., 6, 190-191 (2002).
4 Facile and Clean Oxidation of Alcohols in Water Using Hypervalent Iodine(III) Reagents;
H. Tohma, T. Maegawa, S. Takizawa, and Y. Kita,Adv. Synth. Catal., 344, 328-337 (2002).
5 A Novel and Efficient Oxidative Biaryl Coupling Reaction of Phenol Ether Derivatives Using a Combination of Hypervalent Iodine(III) Reagent and Heteropoly Acid;
H. Hamamoto, G. Anikumar, H. Tohma and Y. Kita,Chem. Commun., 2002, 450-451.
6 The Direct Synthesis of Thioesters Using an Intermolecular Radical Reaction of Aldehydes with Dipentafluorophenyl Disulfide in Water;
H. Nambu, K. Hata, M. Matsugi and Y. Kita, Chem. Commun., 2002, 1082-1083.
7 Concise Asymmetric Synthesis of a Model Compound, (4S,5S,6S)-6-(2,2-dimethoxy)Ethyl-4, 5-Epoxy-6-Hydroxy-2-Cyclohexenone, for the Cyclohexenone Core of Scyphosatin;
H. Fujioka, N. Kotoku, Y. Sawama, Y. Nagatomi and Y. Kita,Tet. Lett., 43, 4825-4828 (2002).
8 Lipased-Catalyzed Domino Kinetic Resolution/Intramolecular Diels-Alder Reaction: One-Pot synthesis of Optically Active 7-Oxabicyclo [2.2.1] heptenes from Furfuryl Alcohols and β-Substituted Acrytic Acids;
S. Akai, T. Naka, S. Omura, K. Tanimoto, K. Imanishi, Y. Takebe, M. Matsugi and Y. Kita,Chem. Eur. J., 8, 4255-4264 (2002).
9 Regioselective Synthesis of 2,3,5-Trisubstituted Indoles from p-Sulfinylaniline by Dual Use of the Sulfinyl Group;
S. Akai, N. Kawashita, N. Morita, Y. Nakamura, K. Iio and Y. Kita, Heterocycles, 58, 75-78 (2002).
10 A Novel and Useful Oxidative Intramolecular Coupling Reaction of Iodine(III) Reagent and Heteropoly Acid;
H. Hamamoto, G. Anilkumar, H. Tohma and Y. Kita, Chem. Eur. J., 8, 5377-5383 (2002)
11 The Simple 1H-NMR Spectroscopic Determination of Absolute Configuration of 1-or 2-Arylsubstituted Alcohols And Amines via Diastereomers: Novel Separation Technique of Diastereomeric Derivatives of Pyridylalcohols by Extraction;
M. Matsugi, K. Itou, M. Nojima, Y. Hagimoto and Y. Kita, Chem. Eur. J., 8, 5551-5564 (2002).
12 The Alternative Synthesis of OPC-29030, A Platelet Adhesion Inhibitor via Diastereoselective Oxidation of Chiral Non-Racemic Sulfide; M. Matsugi,
R. Shimada, S. Ohata, M. Nojima, N. Fukuda, J. Minamikawa and Y. Kita, Chem. Pharm. Bull, 50, 1511-1513 (2002).
13 新規有機合成の開発を基盤とする抗腫瘍活性天然物ならびに創薬先導化合物の合成研究
Development of Novel Synthetic Organic Reactions: Synthesis of Antitumor Natural Products and Leading Compounds for New Pharmaceuticals;
北 泰行,薬学雑誌, 122, 1011-1035 (2002).

特許

14 三価ヨウ素化合物を用いたアルコール化合物の酸化法
北 泰行、当麻博文、前川智弘
公開番号:2002-20322
15 光学活性ノルボルネンアルデヒド類の製造法
藤岡弘道、古徳直之、永富康司、北 泰行
公開番号:2002-97084

 

2001

1 Efficient Oxidative Biaryl Coupling Reaction of Phenol Ether Derivatives Using Hypervalent Iodine(III) Reagents;
H. Tohma, H. Morioka, S. Takizawa, M. Arisawa, and Y. Kita, Tetrahedron (Symposium), 57, 345-352 (2001).
2 Study of the Lewis Acid- Promoted Rearrangment of 2-Aryl-2, 3-epoxy Acylates;
Y. Kita, A. Furukawa, J. Futamura, K. Higuchi, K. Ueda, and H. Fujioka, Tetrahedron (Symposium), 57, 815-825 (2001).
3 Hypervalent Iodine(III) Induced Intramolecular Cyclization of a-(Aryl)Alkyl-b-dicarbonyl Compounds: A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds;
M. Arisawa, N. G. Ramesh, M. Nakajima, H. Tohma, and Y. Kita, J. Org. Chem., 66, 59-65 (2001)
4 Enatioselective Total Synthesis of a Potent Antitumor Antibiotic, Fredericamycin A;
Y. Kita, K. Higuchi, Y. Yoshida, K. Iio, S. Kitagaki, K. Ueda, S. Akai, and H. Fujioka, J. Am. Chem. Soc.,123, 3214-3222 (2001).
5 An Efficient Sulfenylation of Aromatics Using Highly Active Quinone Mono O, S-Acetal Bearing a Pentafluorophenylthio Group;
M. Matsugi, K. Murata, H. Nambu and Y. Kita, Tetrahedron Lett., 42, 1077-1080 (2001).
6 Facile and Efficient Sulfenylation Method Using Quinone Mono-O, S-Acetals under Mild Conditions;
M. Matsugi, K. Murata, K. Gotanda, H. Nambu, G. Anilkumar, K. Matsumoto, and Y. Kita, J. Org. Chem., 66, 2434-2441 (2001).
7 A Novel and Efficient Methodology for the C-C Bond Forming Radical Cyclization of Hydrophobic Substrates in Water;
Y. Kita, H. Nambu, N. G. Ramesh, G. Anilkumar, and M. Matsugi, Org. Lett., 3, 1157-1160 (2001).
8 Discovery of Novel Aldose Reductase Inhibitors Using a Protein Structure-Based Approach: 3D-Database Search Followed by Design and Synthesis;
Y. Iwata, M. Arisawa, R. Hamada, Y. Kita, M.Y. Mizutani, N. Tomioka, A. Itai and S. Miyamoto, J. Med. Chem.,44, 1718-1728 (2001).
9 Novel and Efficient Synthesis of p-Quinones in Water via Oxidative Demethylation of Phenol Ethers Using Hypervalent Iodine (III) Reagents;
H. Tohma, H. Morioka, Y. Harayama, M. Hashizume and Y. Kita, Tetrahedron Lett., 42, 6899-6902 (2001).
10 Determination of Absolute Configuration of trans-2-Arylcyclohexanols Using Remarkable Aryl-Induced 1H-NMR Shifts in Diastereomeric Derivatives;
M. Matsugi, K. Ito, M. Nojima, Y. Hagimoto, Y. Kita, Tetrahedron Lett., 42, 6903-6905 (2001).
11 Lipase-Catalyzed Enantioselective Desymmetrization of Prochiral 3, 3-Bis(hydroxymethyl) oxindoles;
S. Akai, T. Tsujino, T. Naka, K. Tanimoto and Y. Kita, Tetrahedron Lett., 42, 7315-7317 (2001).
12 A Novel Determination Method of the Absolute Configuration of 1-Aryl-1-alkylalcohols and Amines by an Intramolecular CH /π Shielding Effect in 1H-NMR.;
Matsugi, K. Itoh, M. Nojima, Y. Hagimoto and Y. Kita, Tetrahedron Lett., 42, 8019-8022 (2001).
13 Determination of Stereochemistry and Separation of Diastereomeric Derivatives of trans-2- Pyridylcyclohexanols by Extraction;
M. Matsugi, M. Nojima, Y. Hagimoto, and Y. Kita, Tetrahedron Lett., 42, 8039-8042 (2001).
14 Regioselective Nucleophilic Addition of Methoxybenzene Derivatives to the β-Carbon of p-Benzoquinone Mono O, S-Acetal;
M. Matusgi, K. Murata, G. Anilkumar, H. Numbu, and Y. Kita, Chem. Pharm. Bull., 49, 1658-1659 (2001).
15 Remarkable Effect of Aluminum Reagents on Rearrangements of Epoxy Acylates via Stable Cation Intermediates and Its Application to the Synthesis of(S)-(+)-Sporochnol A;
Y. Kita, A. Furukawa, J. Futamura, K. Ueda, Y. Sawama, H. Hamamoto and H. Fujioka, J. Org. Chem., 66, 8779-8786 (2001).
16 Enatiodivergent Synthesis of Either Enantiomer of ABCDE-Ring Analogue of Antitumor Antibiotic, Fredericamycin A via Intramolecular [4+2]Cycloaddition Approach;
S. Akai, T. Tsujino, N. Fukuda, K. Iio, Y. Takeda, K. Kawaguchi, T. Naka, K. Higuchiand Y. Kita, Org. Lett., 3, 4015-4018 (2001).
17 リパーゼの不斉識別能を活用する新規不斉合成反応の開発研究;
赤井周司、北 泰行, 生産技術誌, 53, 57-60 (2001).

著書

18 Radical Initiators;
Y. Kita and M. Matsugi, Radicals in Organic Synthesis, Part 1 Basic Principles, Edited by P. Renaud, 1, 1-10 (2001).

特許

19 ベンジル化合物の炭素-炭素形成反応
北 泰行、樋口和宏、正垣武志、澤田一之
公開番号:2001-132081
20 光学活性化合物の製造法
北 泰行、赤井周司、中忠篤、武部靖
公開番号:2001-178493

 

2000

1 Convenient Enzymatic Resolution of Alcohols Using Highly Reactive, Nonharmful Acyl Donors, 1-Ethoxyvinyl Esters;
Y. Kita, Y. Takebe, K. Murata, T. Naka and S. Akai , J. Org. Chem., 65, 83-88 (2000).
2 An Efficient Synthesis of peri-Hydroxy Aromatic Compounds via a Strong-Base-Induced [4+2] Cycloaddition of Homophthalic Anhydrides with Enolizable Enones;
K. Iio, N. G. Ramesh, A. Okajima, K. Higuchi, H. Fujioka, S. Akai and Y. Kita, J. Org. Chem., 65, 89-95 (2000).
3 Novel Catalytic Asymmetric Sulfoxidation in Water Using the Hypervalent Iodine Reagent Iodoxybenzene;
H. Tohma, S. Takizawa, H. Morioka, T. Maegawa and Y. Kita, Chem. Pharm. Bull., 48, 445-446 (2000).
4 Optical Resolution of Racemic Norbornene Aldehydes: Kinetically Controlled Intramolecular Haloetherification of Ene Acetals;
H. Fujioka, N. Kotoku, Y. Nagatomi and Y. Kita, Tetrahedron Lett., 41, 1829-1832 (2000).
5 Acid-Promoted Rearrangement of 2-Aryl-2, 3-epoxy Acylates: Construction of Chiral Benzylic Quaternary Carbon Centers;
Y. Kita, A. Furukawa, J. Futamura, K. Higuchi, K. Ueda and H. Fujioka, Tetrahedron Lett., 41, 2133-2136 (2000).
6 Facile and Clean Oxidation of Alcohols in Water Using Hypervalent Iodine(III) Reagents;
H. Tohma, S. Takizawa, T. Maegawa and Y. Kita, Angew. Chem. Int. Ed., 39, 1306-1308 (2000).
7 Ambident Effect of a p-Sulfinyl Group for the Introduction of Two Carbon Substituents to Phenol Rings: A Convergent Synthesis of Diverse Benzofuran Neolignans;
S. Akai, N. Morita, K. Iio, Y. Nakamura and Y. Kita, Org. Lett., 2, 2279-2282 (2000).
8 Asymmetric Desymmetrization of Saturated and Unsaturated meso-1, 2-Diols;
H. Fujioka, Y. Nagatomi, N. Kotoku, H. Kitagawa and Y. Kita, Tetrahedron (Symposium), 56, 10141-10151 (2000).
9 Lipase-Catalyzed Asymmetric Desymmetrization of Prochiral 2,2-Disubstituted 1, 3-Propanediols Using 1-Ethoxyvinyl Benzoate;
S. Akai, T. Naka, Y. Takebe and Y. Kita, Chem. Pharm. Bull., 48,1519-1523 (2000).
10 Total Synthesis of the Antitumor Antibiotic (±)- Fredericamycin A by a Linear Approach;
Y. Kita, K. Iio, K. Kawaguchi, N. Fukuda, Y. Takeda, H. Ueno, R. Okunaka, K. Higuchi,T. Tsujino, H. Fujioka and S. Akai, Chem. Eur. J., 6, 3897-3905 (2000).
11 1-Ethoxyvinyl 2-Furoate, an Efficient Acyl Donor for the Lipase-Catalyzed Enantioselective Desymmetrization of Prochiral 2, 2-Disubstituted Propane-1, 3-diols and meso-1, 2-Diols;
S. Akai, T. Naka, T. Fujita, Y. Takebe and Y. Kita, Chem. Commun., 2000, 1461-1462.
12 Asymmetric Pummerer Rearrangement and Related Reactions;
M. Matsugi, N. Shibata and Y. Kita, Adv. Sul. Chem., 2, 215-248 (2000).
13 フレデリカマイシンAの全合成; 北 泰行、赤井周司、藤岡弘道, 現代化学増刊36
” 生物活性天然物の合成 “, 102-116,東京化学同人 (2000)
14 低温ラジカル開始剤―V-70及びV-70Lを用いる立体選択的ラジカル反応―;
北 泰行、五反田建徳、岡 正久、佐野淳典, 和光純薬時報, 68, 6-8 (2000).
15 超原子価ヨウ素試薬を用いる新規酸化反応の開発とその生物活性天然物合成への応用;
当麻博文, 薬学雑誌, 120, 620-629 (2000).
16 超原子価ヨウ素試薬を用いるフェノール類の酸化的カップリング反応の開発とAmaryllidaceae Alkaloids 合成への応用; 有澤光弘, 当麻博文, 北 泰行, 薬学雑誌, 120,1061-1073 (2000).

特許

17 新規抗腫瘍活性スピロ化合物フレデリカマイシンAの合成中間体
北 泰行、藤岡弘道、赤井周司、樋口和宏
公開番号:2000-72752