FATTY ACIDS .21. REARRANGEMENT OF METHYL 12, 13-EPOXYOLEATE BY BORON TRIFLUORIDE WITH FORMATION OF CYCLOPROPANE ESTERS

被引：12
作者：
CONACHER, HB
GUNSTONE, FD
机构：
[1] Department of Chemistry, The University of St. Andrews, St. Andrews, Scotland, Purdie Building
来源：
CHEMISTRY AND PHYSICS OF LIPIDS | 1969年 / 3卷 / 03期
关键词：
D O I：
10.1016/0009-3084(69)90013-9
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Treated with boron trifluoride etherate in dioxan solution, methyl 12,13-epoxyoleate gives the 12- and 13-oxo-oleates as major products. These are accompanied by cyclopropane compounds (8-11%) which are mainly the cis and trans isomers of methyl 9,10-methylene-12-oxo-heptadecanoate [1-(7′-carbomethoxyheptyl), 2-(2′-oxoheptyl)cyclopropane]. In benzene solution the cyclopropanes are formed in higher yield (38%). The structure of long-chain cyclopropane esters can be determined by oxidation with chromic acid. © 1969.
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页码：203 / &
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