Tetrahedron letters

Bis-trimethylsilylacetamide: A reagent for the control of Friedel-Crafts alkylation reactions using methyl chloromethoxyacetate

MJ Earle, RA Fairhurst, H Heaney

Index: Earle, Martyn J.; Fairhurst, Robin A.; Heaney, Harry Tetrahedron Letters, 1991 , vol. 32, # 43 p. 6171 - 6174

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Citation Number: 27

Abstract

Abstract The Friedel-Crafts alkylation reactions of electron rich aromatic compounds using methyl α-chloro-α-methoxyacetate and Lewis acids leads predominantly to the formation of diarylacetic acid derivatives in which the second stage of the sequence is favoured by the presence of hydrogen chloride generated in the first step; effective control can be achieved in a number of cases by the addition of bis-trimethylsilylacetamide.