Diastereoselective Fischer-type pyrroloindole synthesis and its application to the synthesis of chiral pyrroloindole alkaloids

被引：18

作者：

Nishida, A ^{[1
]}

Ushigome, S ^{[1
]}

Sugimoto, A ^{[1
]}

Arai, S ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan

来源：

HETEROCYCLES | 2005年 / 66卷

关键词：

asymmetric synthesis; esermethole; Fischer indole synthesis; physostigmine; pyrroloindole;

D O I：

10.3987/COM-05-S(K)71

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile access to optically active pyrroloindoles by Fischer-type pyrroloindole synthesis is investigated. The reaction using chiral hydrazines prepared from commercially available chiral amines proceeded with diastereoselective cyclization (up to 70% de), and a short-step conversion of the cycloadducts to (-)-desoxyeseroline and pyrroloindole alkaloids was achieved.

引用

页码：181 / 185

页数：5

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