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Diastereoselective sulfur ylide promoted aldol/epoxidation
Authors:Jeffrey A. Hansen  Colin R. Smith  John C. Huffman
Affiliation:a Department of Chemistry, DePauw University, Greencastle, IN 46135, USA
b Department of Chemistry, Indiana University, Bloomington, IN 47405, USA
Abstract:A mixture of cyclohexanone or 4-methylcyclohexanone and an aromatic aldehyde is treated with dimethylsulfoxonium methylide to effect a tandem aldol/epoxidation reaction. The resulting product contains three or four new stereocenters but only one of the possible four or eight diastereomers is formed.
Keywords:Stereoselective   Epoxidation   Sulfur ylide
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