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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:

P. W. Anzalone, R. S. Mohan, Synthesis, 2005, 2661-2663.

DOI: 10.1055/s-2005-872112


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