The Journal of Organic Chemistry

An efficient electrophile-initiated homoconjugate addition of acetate to cyclopropyl ketones

JH Rigby, C Senanayake

Index: Rigby, James H.; Senanayake, Chrisantha Journal of Organic Chemistry, 1988 , vol. 53, # 2 p. 440 - 443

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Citation Number: 15

Abstract

90 2 and 3 is complimentary to that normally seen with several other acid mediated openingsq2 This difference in selectivity may reflect a greater degree of charge development during the course of the Ac20/BF,. Eh0 reaction. Entry 6 demonstrates that additional conjugation can alter the course of the ring-opening process to give an a, P, y, 8- unsaturated ketone as the exclusive product. In contrast to its behavior at low ...