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A novel mechanism for the conversion of α-cyclopropylbenzyl alcohol into γ-trimethylsilylbutyrophenone
Journal article

A novel mechanism for the conversion of α-cyclopropylbenzyl alcohol into γ-trimethylsilylbutyrophenone

Jih Ru Hwu
Journal of the Chemical Society, Chemical Communications, (8), pp.452-453
1985

Abstract

Mechanistic studies of the reaction between α-cyclopropylbenzyl alcohol and methyl-lithium followed by hexamethyldisilane indicate that disproportionation of intermediate (4) with trimethylsilyl anion as catalyst provides cyclopropyl phenyl ketone; in situ 1,4-addition of trimethylsilyl anion to the latter compound leads to the major product, γ- trimethylsilylbutyrophenone (2).

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