Gas-phase Wittig rearrangement of carbanions derived from benzyl ethers

…, JH Bowie, T Blumenthal

Index: Eichinger, Peter C. H.; Bowie, John H.; Blumenthal Thomas Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5078 - 5082

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Citation Number: 27

Abstract

One of the better known carbanion rearrangements in the condensed phase is the Wittig rearrangement. 4 The rearrangement could, in principle, involve either of the intermediates shown in Scheme I, and to support such mechanistic proposals, it has been shown that aldehydes are often byproducts of the reacti0n. j The migratory aptitude of substituents R'is allyl= benzyl> methyl> ethyl> phenyl in solution reactions! Since the migratory aptitudes ...