The Journal of Organic Chemistry

Homoallylic substitution reactions of 1-cyclopropyl-1-haloethane: reaction with lithium dialkylcuprates

RT Hrubiec, MB Smith

Index: Hrubiec, Robert T.; Smith, Michael B. Journal of Organic Chemistry, 1984 , vol. 49, # 2 p. 385 - 388

Full Text: HTML

Citation Number: 10

Abstract

The requisite halides, 6a and 6b, were obtained by treatment of 1-cyclopropyl-1-ethanol with bromine/triphenylphosphine in dimethylformamide or hexachloroacetonel triphenylphosphine, respectively, by methods we have previously rep~ rted.~ The reaction of 6 with organocuprates was found to be facile and produced good yields of substitution products. As previously noted, reaction of 6a with 7a, followed by quenching with water, ...