DOI
10.1021/jo8001084
Abstract
Various ketones, esters, amides, and thioesters add in high yield to dimethyl acetals in the presence of silyl trifluoromethanesulfonates and an amine base. Acetals derived from aryl, unsaturated, and aliphatic aldehydes are all effective substrates. The reaction proceeds in a single reaction flask, with no purification of the intermediate enol silane necessary.
Document Type
Article
Publication Date
4-18-2008
Publisher Statement
Copyright © 2008, American Chemistry Society. This article first appeared in Journal of Organic Chemistry: 73:8 (2008), 3299-3302.
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Recommended Citation
Downey, C. Wade, Miles W. Johnson, and Kathryn J. Tracy. "One-Pot Enol Silane Formation-Mukaiyama Aldol-Type Addition to Dimethyl Acetals Mediated by TMSOTf." Journal of Organic Chemistry 73, no. 8 (April 18, 2008): 3299-302. doi:10.1021/jo8001084.