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Catalytic Generation of Activated Carboxylates: Direct, Stereoselective Synthesis of β-Hydroxyesters from Epoxyaldehydes

Kenneth Yu-Kin Chow and Jeffrey W. Bode*

*Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH-Zürich, Wolfgang Pauli Strasse 10, 8093 Zürich, Switzerland, Email:

K. Y.-K. Chow, J. W. Bode, J. Am. Chem. Soc., 2004, 126, 8126-8127.

DOI: 10.1021/ja047407e


The catalytic generation of activated carboxylates from epoxyaldehydes enables a direct, anti-selective, convenient and mild synthesis of β-hydroxyesters.

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Catalytic Generation of Activated Carboxylates from Enals: A Product-Determining Role for the Base

S. S. Sohn, J. W. Bode, Org. Lett., 2005, 7, 3873-3876.

Key Words

Redox Esterification, Epoxides, β-Hydroxy esters, Organocatalysis

ID: J48-Y2004-1550