Tetrahedron

Evaluation of tributylgermanium hydride as a reagent for the reductive alkylation of active olefins with alkyl halides

P Pike, S Hershberger, J Hershberger

Index: Pike, Philip; Hershberger, Susan; Hershberger, James Tetrahedron, 1988 , vol. 44, # 20 p. 6295 - 6304

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Citation Number: 29

Abstract

The reductive alkylation of acrylonitrile and of 2-cyclohexen-1-one by alkyl halides using tributylgermanium hydride was systematically evaluated. The performance of the germanium reagent was compared to that of the more commonly employed tributyltin hydride. For certain applications the germanium reagent afforded improved yields without the use of large excess olefin concentrations. Disadvantages of the germanium reagent include a ...