Synthesis of (Z)-vinylsilanes with high diastereoselectivity by using samarium diiodide

被引:22
作者
Concellón, JM [1 ]
Bernad, PL [1 ]
Bardales, E [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
D O I
10.1021/ol015601p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Beta-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easily prepared by treatment of different aldehydes with (chlorolithiomethyl)trimethylsilane and further acetylation.
引用
收藏
页码:937 / 939
页数:3
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