Carbonium ion-silane hydride transfer reactions. III. Cyclopropylmethyl cations

FA Carey, HS Tremper

Index: Carey,F.A.; Tremper,H.S. Journal of the American Chemical Society, 1969 , vol. 91, p. 2967 - 2972

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Citation Number: 39

Abstract

Abstract: In methylene chloride-trifluoroacetic acid, cyclopropylcarbinols (la-e) underwent rapid ring-opening reactions leading to 4-substituted 3-butenyl-1-trifluoroacetate esters (2a- e). With 1, l-dicyclopropylbenzyl alcohol (lb) and tricyclopropylcarbinol (IC), multiple ring opening occurred leading to bis-and tristrifluoroacetates 4 and 5, respectively. With di-and triorganosilanes present in the reaction mixture, ring opening was suppressed and ...

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