Synthesis and reactions of (E)- and (Z)-1,3-dibromo-2-methoxypropene

被引:5
作者
Edvardsen, KR
Benneche, T
Tius, MA
机构
[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway
[2] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
关键词
D O I
10.1021/jo991822l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(Z)-1,3-Dibromo-2-methoxypropene is prepared in 90% yield by dehydrohalogenation of 1,2,3-tribromo-2-methoxypropane with diisopropylamine in dichloromethane. The E-isomer can be obtained as the only product in almost quantitative yield by UV irradiation of the Z-isomer. Nucleophilic displacement reactions of the allylic bromide and palladium-catalyzed coupling reactions of the vinylic bromide in (E)- and (Z)-1,3-dwibromo-2-methoxypropene have been studied.
引用
收藏
页码:3085 / 3089
页数:5
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