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
收藏
页码：181 / 185
页数：5
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