Reaction of acylsilanes with α-sulfinyl carbanions: regioselective synthesis of silyl enol ethers

M Honda, T Nakajima, M Okada, K Yamaguchi…

文献索引：Honda, Mitsunori; Nakajima, Tadashi; Okada, Maiko; Yamaguchi, Keita; Suda, Mitsuhiro; Kunimoto, Ko-Ki; Segi, Masahito Tetrahedron Letters, 2011 , vol. 52, # 29 p. 3740 - 3742

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被引用次数: 10

摘要

Abstract The reaction of acylsilanes with α-sulfinyl carbanions such as α-lithioalkyl sulfoxide is described. The reaction proceeds to give silyl enol ethers preferentially through the initial formation of the α-silyl alkoxide intermediates. In particular, the products derived from enolizable acylsilanes were the regio-defined silyl enol ethers that cannot be obtained by usual enolization of the corresponding unsymmetrical ketones with base.