87062-10-0Relevant articles and documents
REACTIVITY OF ELECTROPHILIC ALLYL HALIDES
Verhe, R.,De Kimpe, N.,De Buyck, L.,Courtheyn, D.,Caenegem, L. Van,Schamp, N.
, p. 371 - 396 (2007/10/02)
Reactions of allylic halides bearing two electron-withrawing 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 nucleophilic addition as the rate determining step followed by a fast ringclosure.