An expeditious synthesis of the dendrobatid indolizidine alkaloid 167B

被引：0

作者：

Michael, JP ^{[1
]}

Gravestock, D ^{[1
]}

机构：

[1] Univ Witwatersrand, Dept Chem, Ctr Mol Design, ZA-2050 Johannesburg, South Africa

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 1998卷 / 05期

关键词：

alkaloids; enaminones; indolizidines; sulfide contraction; total synthesis;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the racemic title alkaloid 1 has been accomplished in eight steps and 7.2% overall yield from pyrrolidine-2-thione (5) and ethyl hex-2-enoate (6). Key steps include a ring closure that takes advantage of the nucleophilicity of a vinylogous urethane 8, and stereoselective reduction of the C=C double bond of a bicyclic vinylogous amide 12.

引用

页码：865 / 870

页数：6

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