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Synfacts 2009(3): 0305-0305  
DOI: 10.1055/s-0028-1087750
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Lewis Acid Catalyzed Asymmetric α-Hydroxylation of Racemic Malonates

Contributor(s): Mark Lautens, David A. Candito
D. S. Reddy, N. Shibata*, J. Nagai, S. Nakamura, T. Toru
Nagoya Institute of Technology, Japan
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Publication History

Publication Date:
19 February 2009 (online)

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Significance

Chiral α-hydroxy malonates are an important class of building blocks for the synthesis of drug targets. However, the catalytic, asymmetric α-hydroxylation of malonates has been a challenge. The authors report the first Lewis acid catalyzed asymmetric α-hydroxylation of racemic malonates and demonstrate the potential of this methodology in the synthesis of biologically active molecules.