Organic Chemistry Portal

Abstracts

Search:

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: rmohaniwu.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.

see article for more examples


see article for more reactions



Key Words

ionic liquids, homoallyl ethers, etherification, aldehydes, allylations, Hosomi-Sakurai reaction, multicomponent reactions, Green Chemistry


ID: J66-Y2005-1820