Fatty acids, part 21: The rearrangement of methyl 12, 13-epoxyoleate by boron trifluoride with formation of cyclopropane esters
作者： H.B.S. Conacher , F.D. Gunstone
DOI: 10.1016/0009-3084(69)90013-9
关键词: Cis–trans isomerism 、 Chemistry 、 Boron trifluoride 、 Yield (chemistry) 、 Organic chemistry 、 Chromic acid 、 Cyclopropane 、 Benzene
摘要: Abstract 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 mainly cis trans isomers of 9,10-methylene-12-oxo-heptadecanoate [1-(7′-carbomethoxyheptyl), 2-(2′-oxoheptyl)cyclopropane]. In benzene solution cyclopropanes formed higher yield (38%). The structure long-chain esters can be determined oxidation chromic acid.
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