Solution and solid-state structure of the" Wittig-Furukawa" cyclopropanation reagent

SE Denmark, JP Edwards…

Index: Denmark, Scott E.; Edwards, James P.; Wilson, Scott R. Journal of the American Chemical Society, 1991 , vol. 113, # 2 p. 723 - 725

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Citation Number: 73

Abstract

The Simmons-Smith cyclopropanation of olefins is arguably the most important application of organozinc reagents in organic synthesis. I The reaction proceeds under mild conditions2 and is characterized by broad generality, olefin stereospecificity,'v2 and a high degree of relative stereoselectivity [with allylic alcohols s ether^),^^ acetals, 6 and enol ethers']. Indeed, the strong directing effect of hydroxyl groups was recognized early on3 and has ...