Asymmetric Reductive Aldol-Type Reaction with Carbonyl Compounds Using Dialkyl Tartrate as a Chiral Ligand

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An asymmetric reductive aldol-type reaction of α,β-unsaturated esters with carbonyl compounds using Rh catalyst and Et2Zn was investigated. A chiral zinc complex from α,β-unsaturated ester was easily generated as the key intermediate from Et2Zn and Wilkinson’s catalyst with diisopropyl L-(+)-tartrate to give a variety of enantioenriched β-hydroxy esters. The reaction was also applied to the intramolecular reductive aldol cyclization.

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