Formal synthesis of natural epibatidine and of its enantiomer: Use of radical cyclization in an enantiospecific route

被引：40

作者：

Clive, DLJ ^{[1
]}

Yeh, VSC ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 27期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(98)00958-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S)-Pyroglutamic acid was converted into the (phenylthio)acetylene 14, which undergoes radical cyclization to the 7-azabicyclo[2.2.1]heptane 15. Ozonolysis then affords ketone 4, a synthetic precursor of (-)-epibatidine. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：4789 / 4792

页数：4

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