STEREOSELECTIVE SYNTHESIS OF MULTIFIDENES AND RELATED STRUCTURES - CONTRIBUTION TO THE SYNTHETIC CHEMISTRY OF CIS-DISUBSTITUTED ALKEN-1-YLCYCLOPENTENES

被引：29

作者：

BOLAND, W ^{[1
]}

JAENICKE, L ^{[1
]}

机构：

[1] UNIV COLOGNE,DEPT BIOCHEM,D-5000 COLOGNE 41,FED REP GER

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 26期

关键词：

D O I：

10.1021/jo00394a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Multifidene 8b, a major constituent of the essential oil of Cutleria multifida, was recognized as a chemical signal for gamete union. In order to test the specificity of the plant receptor system, we developed a new synthesis for structures like 8b, which combines broad variability with a high degree of stereoselectivity. Starting from a suitably functionalized derivative of dicyclopentadiene la, which allows selective transformation or introduction of side chains, a retro-dien-cleavage of the dimeric system gives easy access to homologues and structurally related compounds of the naturally occurring chemical messenger. © 1979, American Chemical Society. All rights reserved.

引用

页码：4819 / 4824

页数：6

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