Electrophilic alkylations in neutral aqueous or alcoholic solutions

M Hofmann, N Hampel, T Kanzian…

Index: Hofmann, Matthias; Hampel, Nathalie; Kanzian, Tanja; Mayr, Herbert Angewandte Chemie - International Edition, 2004 , vol. 43, # 40 p. 5402 - 5405

Full Text: HTML

Citation Number: 76

Abstract

Friedel–Crafts alkylations and mechanistically related reactions, such as tert-alkylations of silyl enol ethers or alkoxyalkylations of allylsilanes and enol ethers, are usually promoted by Lewis acids in inert solvents.[1] When such reactions are carried out in aqueous or alcoholic solutions, usually Brönsted or nonhydrolyzable Lewis acids are employed to generate small equilibrium concentrations of carbocations.[2] Basic and even neutral aqueous or alcoholic