Lewis base induced reversal of diastereoselectivity in the addition of alcohols to chiral silylenes
Lewis base induced reversal of diastereoselectivity in the addition of alcohols to chiral silylenes
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DOI：
10.1021/om060671r
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发表时间：
2006-12-18
期刊：
影响因子：
2.8
通讯作者：
Sakurai, Hideki
中科院分区：
文献类型：
--
作者：
Sanji, Takanobu;Mitsugi, Hiroyuki;Sakurai, Hideki
在刘易斯碱存在下，醇与光化学生成的手性亚甲硅烷基（1-苯乙基）甲基亚甲硅烷基和（1-（2-甲氧基苯基）乙基）甲基亚甲硅烷基加成的空间过程被逆转。当刘易斯碱从较少受阻的面与亚甲硅烷基分子间/分子内配位时，产生立体选择性的逆转，之后发生醇与亚甲硅烷基的加成。
The steric course of the addition of alcohol to photochemically generated chiral silylenes, (1-phenylethyl)methylsilylene and (1-(2-methoxyphenyl)ethyl) methylsilylene, is reversed in the presence of Lewis bases. The reversal in the stereoselectivity results when the Lewis base coordinates inter-/intramolecularly to the silylene from the less hindered face, after which the addition of alcohol to the silylene takes place.