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Synfacts 2007(7): 0728-0728  
DOI: 10.1055/s-2007-968665
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Fluorination of α-Cyanoalkylphosphonates

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
Y. K. Kang, M. J. Cho, S. M. Kim, D. Y. Kim*
Soonchunhyang University, Chungnam, Korea
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Publication History

Publication Date:
22 June 2007 (online)

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Significance

The authors provide a good report on the fluorination of α-cyanoalkylphosphonates. This is an interesting class of compounds with potential biological relevance. The reaction works best in alcoholic solvents using palladium ligated with BINAP derivative 1. 2,6-Di(tert-butyl)-4-methylpyridine is used as the base for enolization and N-fluorobenzenesulfonimide as the fluorinating reagent.