TOTAL SYNTHESIS OF (+/-)-ISOCOMENE BY AN INTRA-MOLECULAR ENE REACTION - PRELIMINARY COMMUNICATION

被引：66

作者：

OPPOLZER, W

BATTIG, K

HUDLICKY, T

机构：

[1] Département de Chimie Organique, Université de Genève, Genève

来源：

HELVETICA CHIMICA ACTA | 1979年 / 62卷 / 05期

关键词：

D O I：

10.1002/hlca.19790620514

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The racemic sesquiterpene isocomene (1) has been synthesized starting from 1,7‐octadien‐3‐one (2) in a stereoselective manner Scheme 2. In the key step 4 → 5 the C(7), C(8)‐bond was formed by an intramolecular thermal ene reaction. Further elaboration of 5 involved the ring contraction 6 → 7, the elimination 8 → 9 and the final olefin isomerization 9 → 1. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim

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页码：1493 / 1496

页数：4

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