Direct one-pot synthesis of alpha-siloxy-Weinreb amides from aldehydes.

J Org Chem

Department of Pharmaceutical Chemistry, Division of Health Biosciences, Graduate School of The University of Tokushima, 1-78-1, Tokushima, Japan 770-8505.

Published: December 2007

A one-pot method for synthesizing alpha-siloxy-Weinreb amides from aldehydes was developed with use of N,O-dimethylhydroxylamine and a masked acyl cyanide reagent bearing a tert-butyldimethylsilyl group avoiding the competitive reaction toward N-methoxy-N-methyl-2-amino-1-siloxymalononitrile.

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http://dx.doi.org/10.1021/jo701859aDOI Listing

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Direct one-pot synthesis of alpha-siloxy-Weinreb amides from aldehydes.

J Org Chem

December 2007

Department of Pharmaceutical Chemistry, Division of Health Biosciences, Graduate School of The University of Tokushima, 1-78-1, Tokushima, Japan 770-8505.

A one-pot method for synthesizing alpha-siloxy-Weinreb amides from aldehydes was developed with use of N,O-dimethylhydroxylamine and a masked acyl cyanide reagent bearing a tert-butyldimethylsilyl group avoiding the competitive reaction toward N-methoxy-N-methyl-2-amino-1-siloxymalononitrile.

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