VITAMIN-B12-CATALYZED C,C-BOND FORMATION - SYNTHESIS OF A CALIFORNIA RED SCALE PHEROMONE

被引：17

作者：

AUER, L

WEYMUTH, C

SCHEFFOLD, R

机构：

[1] Institut Für Organische Chemie, Universität Bern, Bern, CH-3012

来源：

HELVETICA CHIMICA ACTA | 1993年 / 76卷 / 02期

关键词：

D O I：

10.1002/hlca.19930760205

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mixture of (3S,6R)-and(3R,6R)-3-methyl-6-(1-methylethenyl)dec-9)-enyl acetate (1a and 1b, respectively) - 1a being a pheromone of the California red scale - is synthesized in 14 steps from (+)-(R)-limonene (4). The key step is the reductive vitamin-B-12-catalyzed coupling of(R)-5-(2-iodoethyl)-6-methylhept-6-en-2-one ethylene acetal (8) and methyl crotonate (3).

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页码：810 / 818

页数：9

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