A novel Darzens-type condensation using. alpha.-chloro ketimines

P Sulmon, N De Kimpe, N Schamp…

Index: Sulmon, Paul; Kimpe, Norbert De; Schamp, Niceas; Declercq, Jean-Paul; Tinant, Bernard Journal of Organic Chemistry, 1988 , vol. 53, # 19 p. 4457 - 4462

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Citation Number: 19

Abstract

3-Chloro-1-azaallylic anions, generated by deprotonation of a-chloro ketimines with lithium diisopropylamide, reacted with ketones and aldehydes to produce 2-imidoyloxiranes (a, P- epoxy ketimines). This novel aza-Darzens-type condensation allows a-chloro ketones to condense with carbonyl compounds via protection as a-chloro ketimines. The aza-Darzens- type reaction with benzophenones as carbonyl substrate proceeded via a Favorskii-like ...