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.rajender
epa.gov
V. Polshettiwar, R. S. Varma, J. Org. Chem., 2007, 72, 7420-7422.
DOI: 10.1021/jo701337j
see article for more reactions
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.
see article for more examples
proposed mechanism
Key Words
Prins Reaction, Acetals, 1,3-Diols, Microwave Synthesis, Green Chemistry
ID: J42-Y2007-2920
