The Journal of Organic Chemistry

A simple method for producing cycloalkenyllithiums from cycloalkanones via reductive lithiation of enol phenyl thioethers

T Cohen, MD Doubleday

Index: Cohen, Theodore; Doubleday, Mary Dosch Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 4784 - 4786

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Citation Number: 43

Abstract

6 synZ aldolate 6 if the commonly accepted syn elimination mechanism for the Peterson olefination reaction is in- voked.'le Thus we tentatively propose that the high se- ... R$H TMS 0 0 lectivity of the olefination reaction implies that a closed transition statez6 is not likely to be involved in the aldol reaction but rather that the reaction occurs via an open transition state of the type proposed by NoyoriZ7 where enolate geometry is not important. The bulk of the tri- methylsilyl group ...