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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, Email: varma.rajenderepa.gov

V. Polshettiwar, R. S. Varma, J. Org. Chem., 2007, 72, 7420-7422.

DOI: 10.1021/jo701337j (free Supporting Information)



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Abstract

A novel microwave-assisted, operationally simple, tandem bis-aldol reaction of ketone with paraformaldehyde catalyzed by polystyrenesulfonic acid in aqueous medium delivers 1,3-dioxanes in high yield.

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proposed mechanism



Key Words

Prins Reaction, Acetals, 1,3-Diols, Microwave Synthesis, Green Chemistry


ID: J42-Y2007-2920