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T. Sano

Kanazawa University

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Chemical & Pharmaceutical Bulletin | 1993

Synthesis of Highly Deydrogenated Oxoerythrinan Alkaloids, Erytharbine and Crystamidine

Yoshisuke Tsuda; Shinzo Hosoi; Fumiyuki Kiuchi; Jun Toda; Ryuzo Yamamoto; T. Sano

2, 3-Dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ) oxidation of 3, 8-dioxyoerythrinan-1(6)-enes in dioxane gave the ring B dehydrogenated products, the 1, 6-dienones, while oxidation in benzene gave the fully dehydrogenated products, the 1, 6, 10-trienones. The same trienones were obtained by DDQ oxidation of the 1, 6-dienones in bezene. On the contrary, oxidation of the isomeric enone, 3, 8-dioxoerythrinan-1-ene, in either dioxane or benzene gave the ring C dehydrogenated product, the 1, 10-dienone. The 1, 6, 10-trienones were transformed to the highly dehydrogenated 8-oxoerythrinan alkaloids, erytharbine and crystamidine, in racemic forms.

Chemical & Pharmaceutical Bulletin | 1984

Dioxopyrrolines. XXVII. Syntheses of 2-Aryl-3-ethoxycarbonyl-Δ^2-pyrroline-4,5-diones

T. Sano; Yoshie Horiguchi; Jun Toda; Kazue Imafuku; Yoshisuke Tsuda

Chemical & Pharmaceutical Bulletin | 1993

Chiral Synthesis of Erythrina Alkaloids. I Total Synthesis of (+)-Erysotrine via Asymmetric Diels-Alder Reaction under High Pressure.

Yoshisuke Tsuda; Shinzo Hosoi; Nobuya Katagiri; C. Kaneko; T. Sano

Chemical & Pharmaceutical Bulletin | 1990

Synthesis of Erythrina and Related Alkaloids. XXII. : Intramolecular Cyclization Approach. (1) : New Synthetic Route to Erythrinan and Related Heterocycles and Synthesis of (±)-3-Demethoxy-erythratidinone

Yoshisuke Tsuda; Yuki Sakai; Akira Nakai; Mari Kaneko; Yukie Ishiguro; Kimiaki Isobe; Jun-ichi Taga; T. Sano

Chemical & Pharmaceutical Bulletin | 1991

Synthesis of Erythrina and related alkaloids. XXIV, Total synthesis of erysotrine from 1,7-cycloerythrinan derivatives by the use of a new 1,2-carbonyl transposition method

Yoshisuke Tsuda; Shinzo Hosoi; Akira Nakai; Yuki Sakai; T. Abe; Y. Ishi; Fumiyuki Kiuchi; T. Sano

Chemical & Pharmaceutical Bulletin | 1996

Synthesis of Erythrina and Related Alkaloids Part XLIV. Total Synthesis of Homoerythrinan Alkaloids, Schelhammericine and 3-Epischelhammericine.

Yoshisuke Tsuda; Takeshi Ohshima; Shinzo Hosoi; Satomi Kaneuchi; Fumiyuki Kiuchi; Jun Toda; T. Sano

Chemical & Pharmaceutical Bulletin | 1985

Dioxopyrrolines. XXIX. Solvolytic behavior of 3-ethoxycarbonyl-2-phenyl-.DELTA.2-pyrroline-4,5-diones in protic solvents.

T. Sano; Yoshie Horiguchi; Yoshisuke Tsuda

Chemical & Pharmaceutical Bulletin | 1992

Studies toward Total Synthesis of Non-aromatic Erythring Alkaloids. (6). Synthesis of 8-OXO-γ-erythroidine and 8-Oxo-cycloerythroidine, Isomers of the Natural Alkaloids.

T. Sano; Jun Toda; Motoshi Shoda; Ryuzo Yamamoto; Hiromi Ando; Kimiaki Isobe; Shinzo Hosoi; Yoshisuke Tsuda

Chemical & Pharmaceutical Bulletin | 1983

Facile oxy-vinyl (1,3)shift promoted by tetrabutylammonium fluoride: A hydroindole synthesis.

T. Sano; Jun Toda; Yoshisuke Tsuda

Chemical & Pharmaceutical Bulletin | 1996

Synthesis of Homoerythrinan Alkaloids of 1(2)-Alkene and 1, 6-Diene Types : Total Synthesis of Comosine, Dihydroschelhammeridine, Schelhammeridine, and 3-Epischelhammeridine

Yoshisuke Tsuda; Masami Murata; Shinzo Hosoi; Mariko Ikeda; T. Sano

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Yoshisuke Tsuda

Kanazawa University

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Jun Toda

Takeda Pharmaceutical Company

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Yoshie Horiguchi

Kanazawa University

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Shinzo Hosoi

Kanazawa University

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Kimiaki Isobe

Kanazawa University

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Yuki Sakai

Kanazawa University

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Fumiyuki Kiuchi

Keio University

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Akira Nakai

Kanazawa University

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Kazuhiko Tanaka

Kanazawa University

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Akira Morimoto

Takeda Pharmaceutical Company

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