Mercuri-desilylation of chiral cyclopropylmethylsilanes.

被引:21
作者
Landais, Y
ParraRapado, L
机构
[1] Institut de Chimie Organique, Université de Lausanne, Collège Propédeutique
关键词
D O I
10.1016/0040-4039(95)02387-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mercuri-desilylation of cyclopropylmethylsilanes such as 1 has been shown to occur with high regioselectivity. The cyclopropane ring-opening followed by desilylation proceeds stereospecifically to afford the corresponding olefins in good yields. The mercuri-mediated opening of cyclopropylmethyl alcohol analogues gives the opposite regioselectivity and affords only the tetrahydrofuran through a 5-endo-trig cyclization.
引用
收藏
页码:1209 / 1212
页数:4
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