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Synfacts 2007(10): 1064-1064  
DOI: 10.1055/s-2007-969013
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Method for Asymmetric Reduction of α- andβ-Ketophosphonates

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
V. V. Nesterov, O. I. Kolodiazhnyi*
National Academy of Sciences of Ukraine, Kyiv, Ukraine
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Publication History

Publication Date:
07 November 2007 (online)

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Significance

The authors describe the use of a chiral reducing reagent prepared from sodium borohydride and tartaric acid. This reagent successfully reduced a number of achiral α- and β-ketophosphonates as well as chiral α- and β-ketophosphonates giving single- or double-asymmetric induction. The enantio- and diastereo­selectivity was moderate to very high depending on the substrate.