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Complex induced proximity effect enhancement in α-silyl carbanion generation. A general conversion of 2-silyl benzamides into 2-fluorosilylacetophenones

PA Brough, S Fisher, B Zhao, RC Thomas, V Snieckus

文献索引：Brough, Paul A.; Fisher, Stephen; Zhao, Baoping; Thomas, Ryan C.; Snieckus, Victor Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2915 - 2918

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被引用次数: 24

摘要

LDA treatment of 2-silylated benzamides 1 affords 2-fluorosilylated acetophenones 3 in a general process likely driven by CIPE-facilitated α-silyl carbanion formation and rearrangement (Scheme 3); oxidation (H2O2) of the products gives 2- hydroxyacetophenones and catechols (Scheme 4).