A general method for synthesis of trifluoroacetyltrialkyl(aryl)silanes and the Sakurai reaction of fluorinated acylsilanes with allyl silanes

被引:11
作者
Chung, WJ [1 ]
Welch, JT [1 ]
机构
[1] SUNY Albany, Dept Chem, Albany, NY 12222 USA
关键词
trifluoroacetyltrialkyl(aryl)silane; difluorosilyl enol ether; fluorination; Selectfluor((R)); sakurai reaction; brook rearrangement; retro-brook rearrangement; alpha-silylated ketones; homoallylic alcohol;
D O I
10.1016/j.jfluchem.2003.12.014
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Trifluoroacety]trialkyl(aryl)silanes, synthetic equivalents of trifluoroacetaldehyde, were prepared in good to moderate yields by reaction of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethylsilyloxyethenes with Selectfluor(R). Sakurai reaction of fluorinated acylsilanes formed either the alpha-silylated ketones by means of Brook- and retro-Brook isomerization or, in the absence of Brook isomerization, homoallylic alcohols. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:543 / 548
页数:6
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