Issue 8, 1985

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

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).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1985, 452-453

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

J. R. Hwu, J. Chem. Soc., Chem. Commun., 1985, 452 DOI: 10.1039/C39850000452

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