Selective mono-and polymethylene homologations of copper reagents using (iodomethyl) zinc iodide

AR Sidduri, MJ Rozema, P Knochel

Index: Sidduri, AchyuthaRao; Rozema, Michael J.; Knochel, Paul Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2694 - 2713

Full Text: HTML

Citation Number: 78

Abstract

A wide range of unsaturated aryl-, alkenyl-, alkynylcopper compounds can be selectively homologated by a methylene unit using (iodomethy1) zinc iodide or bis (iodomethy1) zinc. These reactions allow the generation of mixed allylic zinc-copper compounds which can be efficiently trapped with carbonyl compounds. An application to a general preparation of functionalized a-methylene-y-butyrolactones is described. The homologation of ...