Preparation of (
<i>Z</i>
)‐Alk‐2‐ene‐1,5‐diols by the Titanocene(II)‐Promoted Cyclization of Thioacetals Possessing a Terminal Carbon−Carbon Double Bond
作者:Tooru Fujiwara、Kenjirou Yanai、Keiko Shimane、Mayumi Takamori、Takeshi Takeda
DOI:10.1002/1099-0690(200101)2001:1<155::aid-ejoc155>3.0.co;2-#
日期:2001.1
Titanocene(II)-promoted ring-closing metathesis of the titanium carbene complexes prepared from [2,2-bis(phenylthio)ethyl](but-3-enyloxy)dimethylsilanes or dimethyl(prop-2-enyl)silyl ethers of 3,3-bis(phenythio)propanols gave seven-membered cyclic unsaturated silyl ethers. Oxidative cleavage of a silicon−carbon bond of the cyclic silyl ethers resulted in olefinic diols, with high Z stereoselectivity.
由[2,2-双(苯硫基)乙基](丁-3-烯氧基)二甲基硅烷或3的二甲基(丙-2-烯基)甲硅烷基醚制得的钛茂金属(II)促进的钛卡宾配合物的闭环易位, 3-双(苯硫基)丙醇制得七元环状不饱和甲硅烷基醚。环状甲硅烷基醚的硅碳键的氧化裂解产生具有高Z立体选择性的烯烃二醇。