Mix-and-Heat Benzylation of Alcohols Using a Bench-Stable Pyridinium Salt

Kevin W. C. Poon and Gregory B. Dudley*
Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390
J. Org. Chem., 2006, 71 (10), pp 3923–3927
DOI: 10.1021/jo0602773
Publication Date (Web): April 7, 2006
Copyright © 2006 American Chemical Society

Abstract

Abstract Image

2-Benzyloxy-1-methylpyridinium triflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.

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History

  • Published In Issue May 12, 2006
  • Received February 9, 2006

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