The Journal of Organic Chemistry

Facile homologation of N, N-dialkyl-. alpha.-bromoacetamide by trialkylboranes in the presence of lithium diisopropylamide

NS Li, MZ Deng, YZ Huang

Index: Li, Nan-Sheng; Deng, Min-Zhi; Huang, Yao-Zeng Journal of Organic Chemistry, 1993 , vol. 58, # 22 p. 6118 - 6119

Full Text: HTML

Citation Number: 10

Abstract

The homologation reactions of a-halocarbonyl and a-halosulfonyl compounds with organoboranes represent a highly efficient way to increase the length of the carbon skeletons of olefins by one, two, or more carbon atoms, with the simultaneous introduction of functional groups.'For example, organoboranes react with a-halo esters? a-halo ketones: a- halo nitrile: and a-halosulfonyl compounds6 to give the corresponding higher esters, ...