Tandem Bis-aldol Reaction of Ketones:  A Facile One-Pot Synthesis of 1,3-Dioxanes in Aqueous Medium

Vivek Polshettiwar and Rajender S. Varma*
Sustainable Technology Division, National Risk Management Research Laboratory, U. S. Environmental Protection Agency, MS 443, Cincinnati, Ohio 45268 varma.rajender@epa.gov
J. Org. Chem., 2007, 72 (19), pp 7420–7422
DOI: 10.1021/jo701337j
Publication Date (Web): August 16, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

A novel tandem bis-aldol reaction of ketone with paraformaldehyde catalyzed by polystyrenesulfonic acid in aqueous medium delivers 1,3-dioxanes in high yield. This one-pot, operationally simple microwave-assisted synthetic protocol proceeds efficiently in water in the absence of organic solvent, with excellent yield.

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History

  • Published In Issue September 14, 2007
  • Received June 21, 2007

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