The Journal of Organic Chemistry

Effect of the. alpha.-trifluoromethyl moiety on the solvolysis of allylic sulfonates

PG Gassman, CK Harrington

Index: Gassman, Paul G.; Harrington, Clinton K. Journal of Organic Chemistry, 1984 , vol. 49, # 12 p. 2258 - 2273

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Citation Number: 26

Abstract

A series of allylic sulfonates bearing aryl substituents on the 2-position and/or trifluoromethyl groups on the 1-and/or 3-positions has been studied under solvolytic conditions in 2, 2, 2- trifluoroethanol. Nonarylated 1, 3-di (trifluoromethy1)-substituted allylic sulfonates did not solvolyze in a conventional manner but instead gave products diagnostic of a complex isomerization-cleavage process. Mono (trifluoromethy1)-substituted allylic sulfonates ...

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