Reactivity of Electrophilic Allyl Halides

…, N De Kimpe, L De Buyck, D Courtheyn…

Index: Verhe, R.; De Kimpe, N.; De Buyck, L.; Courtheyn, D.; Caenegem, L. Van; Schamp, N. Bulletin des Societes Chimiques Belges, 1983 , vol. 92, # 4 p. 371 - 396

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Citation Number: 13

Abstract

Abstract Reactions of allylic halides bearing two electron-withdrawing groups in γ-position with various nucleophiles (alkoxides, phenoxide, thiolates and cyanide) gave rise to substituted electrophilic cyclopropanes or ring-opening products, depending upon the reaction conditions, the nature of the nucleophiles and the activating groups and the substitution pattern of the allyl halides. A kinetic study revealed that the reaction involved a ...