Journal of Organometallic Chemistry

α-Metallated vinyl carbanionoids: I. Formation of α-stannylvinyl anionoids from 1, 1-bis (trimethylstannyl) alkenes

TN Mitchell, A Amamria

Index: Mitchell, T.N.; Amamria, A. Journal of Organometallic Chemistry, 1983 , vol. 252, # 1 p. 47 - 56

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Citation Number: 4

Abstract

Abstract Hydrostannation of 1-stannyl-1-alkynes leads to the formation of 1, 1-and 1, 2- distannyl-1-alkenes. The former can undergo lithiation (by alkyllithium in THF) with varying degrees of stereospecificity. 1, 1-Dilithio-1-alkenes cannot be prepared by double lithiation. The strongly basic α-stannyl vinyllithiums react with carbon electrophiles, but in some cases cause enolisation or dehydrohalogenation of the substrate. They can be readily converted ...