Tetrahedron

Reaction of acylsilanes with sulfur ylides. selective formation of silyl enol ethers or β-ketosilanes.

T Nakajima, M Segi, F Sugimoto, R Hioki, S Yokota…

Index: Nakajima, Tadashi; Segi, Masahito; Sugimoto, Fumitosi; Hioki, Reiko; Yokota, Seiko; Miyashita, Kiyoshi Tetrahedron, 1993 , vol. 49, # 37 p. 8343 - 8358

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Citation Number: 28

Abstract

The reaction of acylsilanes with sulfur ylides in THF results in the formation of the corresponding silyl enol ethers or β-ketosilanes. The relative ratio of these products varies with the ylide conditions and the stability of ylide used. It is noteworthy that silyl enol ethers were formed under the salt-free ylide conditions, and that β-ketosilanes were yielded in the presence of soluble inorganic salts in THF, selectively. The formation of both products ...