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

JR Hwu

Index: Hwu, Jih Ru Journal of the Chemical Society, Chemical Communications, 1985 , # 8 p. 452 - 453

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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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