Highly diastereoselective synthesis of homoallylic alcohols bearing adjacent quaternary centers using substituted allylic zinc reagents

…, G Dunet, P Mayer, P Knochel

Index: Ren, Hongjun; Dunet, Guillaume; Mayer, Peter; Knochel, Paul Journal of the American Chemical Society, 2007 , vol. 129, # 17 p. 5376 - 5377

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Citation Number: 86

Abstract

Staring from readily available polysubstituted allylic chlorides, a range of polysubstituted allylic zinc chlorides were obtained using a LiCl-mediated zinc dust insertion in 55-84% yield. A highly diastereoselective synthesis of homoallylic alcohols bearing up to two adjacent quaternary centers was achieved using these polysubstituted allylic zinc reagents.