PHEROMONE SYNTHESIS .119. A NEW SYNTHESIS OF THE 4 STEREOISOMERS OF 3,11-DIMETHYL-2-NONACOSANONE, THE FEMALE-PRODUCED SEX-PHEROMONE OF THE GERMAN-COCKROACH

被引：25

作者：

MORI, K

TAKIKAWA, H

机构：

[1] Department of Agricultural Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo, 113

来源：

TETRAHEDRON | 1990年 / 46卷 / 13-14期

关键词：

D O I：

10.1016/S0040-4020(01)85576-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The pure four stereoisomers of 3,ll-dimethyl-2-nonacosanone (1), the female-produced sex pheromone of the German cockroach, were synthesized starting from (R)-citronellol (2a) and ethyl (R)-3-hydroxybutanoate (3). The key step was the chromatographic separation of (5RS,6R)-6-hydroxy-5-methyl-2-heptanone (16a) to give pure (5R,6R- and) 5S,6R-isomers. All of the four stereoisomers of 1 were bioactive. © 1990.

引用

页码：4473 / 4486

页数：14

共 11 条

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