Trimethylsilyl Trifluoromethanesulfonate Catalyzed One-Pot Method for the Conversion of Aldehydes to Homoallyl Ethers in an Ionic Liquid
Peter W. Anzalone, Ram S. Mohan*
*Laboratory for Environment Friendly Organic Synthesis, Department of
Chemistry, Illinois Wesleyan University, Bloomington, IL 61701, USA, Email:
rmohan
iwu.edu
P. W. Anzalone, R. S. Mohan, Synthesis, 2005, 2661-2663.
DOI: 10.1055/s-2005-872112
Abstract
A mild method for the trimethylsilyl trifluoromethanesulfonate (TMSOTf) catalyzed one-pot synthesis of homoallyl ethers from aldehydes has been developed in the ionic liquid 1-butyl-3-methylimidazolium trifluoromethanesulfonate ([bmim] [OTf]). The advantages of this method include the use of a recyclable ionic liquid, facile product isolation without employing excess organic solvent and elimination of an aqueous waste stream.
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Key Words
ionic liquids, homoallyl ethers, etherification, aldehydes, allylations, Hosomi-Sakurai reaction, multicomponent reactions, Green Chemistry
ID: J66-Y2005-1820
