Stereoselective conversion of l-quebrachitol into a novel hydroxylated caprolactam: Total synthesis of bengamide B

Noritaka Chida; Takahiko Tobe; Katsuyuki Murai; Kaori Yamazaki; Seiichiro Ogawa

doi:10.3987/COM-94-6869

Stereoselective conversion of l-quebrachitol into a novel hydroxylated caprolactam: Total synthesis of bengamide B

Noritaka Chida, Takahiko Tobe, Katsuyuki Murai, Kaori Yamazaki, Seiichiro Ogawa

応用化学科

研究成果: Article › 査読

36 被引用数 (Scopus)

抄録

The stereoselective synthesis of the novel marine natural product, bengamide B (1), starting from l-quebrachitol (3) is described. The hydroxylated caprolactam portion (2a) in 1 was prepared from (+)-conduramine derivative (7), whose amino functionality was introduced stereoselectively by means of palladium-catalyzed azidation of a chiral cyclohexene (6) derived from 3.

本文言語	English
ページ（範囲）	2383-2388
ページ数	6
ジャーナル	Heterocycles
巻	38
号	11
DOI	https://doi.org/10.3987/COM-94-6869
出版ステータス	Published - 1994 11月 1

ASJC Scopus subject areas

分析化学
薬理学
有機化学

UN SDG

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10.3987/COM-94-6869

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abstract = "The stereoselective synthesis of the novel marine natural product, bengamide B (1), starting from l-quebrachitol (3) is described. The hydroxylated caprolactam portion (2a) in 1 was prepared from (+)-conduramine derivative (7), whose amino functionality was introduced stereoselectively by means of palladium-catalyzed azidation of a chiral cyclohexene (6) derived from 3.",

author = "Noritaka Chida and Takahiko Tobe and Katsuyuki Murai and Kaori Yamazaki and Seiichiro Ogawa",

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AU - Yamazaki, Kaori

AU - Ogawa, Seiichiro

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Y1 - 1994/11/1

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AB - The stereoselective synthesis of the novel marine natural product, bengamide B (1), starting from l-quebrachitol (3) is described. The hydroxylated caprolactam portion (2a) in 1 was prepared from (+)-conduramine derivative (7), whose amino functionality was introduced stereoselectively by means of palladium-catalyzed azidation of a chiral cyclohexene (6) derived from 3.

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Stereoselective conversion of l-quebrachitol into a novel hydroxylated caprolactam: Total synthesis of bengamide B

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ASJC Scopus subject areas

UN SDG

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