IDENTIFICATION AND SYNTHESIS OF SORDIDIN, A MALE PHEROMONE EMITTED BY COSMOPOLITES-SORDIDUS

被引:60
作者
BEAUHAIRE, J
DUCROT, PH
MALOSSE, C
ROCHAT, D
NDIEGE, IO
OTIENO, DO
机构
[1] INRA,UNITE PHYTOPHARM & MEDIATEURS CHIM,F-78026 VERSAILLES,FRANCE
[2] INT CTR INSECT PHYSIOL & ECOL,NAIROBI,KENYA
关键词
D O I
10.1016/0040-4039(94)02437-G
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective synthesis of (1S*,3R*,5R*,7S*) 1,8-dioxa 1-ethyl 3,5,7-trimethyl bicylo [3,2,1] octane 1d has been achieved using as key-step the regioselective Baeyer-Villiger reaction of 2.6-disubstituted cyclohexanone. It confirms the identification of a new male pheromone emitted by the banana weevil, Cosmopolites sordidus. The trivial name sordidin is proposed.
引用
收藏
页码:1043 / 1046
页数:4
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