Chiral C ₂-Symmetric Iodoarene-Catalyzed Asymmetric α-Oxidation of β-Keto Esters

Abstract

The catalytic asymmetric oxidation of α-substituted β-keto esters promoted by C ₂-symmetric iodoarenes as chiral agents and MCPBA­ as the oxidant is described. By a careful screening of the reaction conditions, promising enantiomeric excesses and moderate-to-good yields were obtained for the synthesis of β-keto esters containing a stereogenic center.

Key words

hypervalent iodine - chiral iodane - oxidations - asymmetric catalysis - carbonyl compounds

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