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
收藏
页码：865 / 870
页数：6
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