Bridged ionic intermediates in the acylation of cyclopropanes

H Hart, RH Schlosberg

Index: Hart,H.; Schlosberg,R.H. Journal of the American Chemical Society, 1968 , vol. 90, # 19 p. 5189 - 5196

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Citation Number: 14

Abstract

Abstract: Acetylation of cyclopropane gave four products, 5-chloro-2-pentanone (l), 4-chloro- 3-methyl-2-buta-none (2), and the corresponding unsaturated ketones 3-methyl-3-buten-2- one (3) and 3-chloro-2-pentanone (4). These correspond to the addition of acetyl chloride in a 1, 2 and 1, l as well as the expected 1, 3 manner. Each product is formed directly and not from one of the others. Acetylcyclopropane is not a reaction intermediate and does not ...