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α-Hydroxy carboxylic acids as ligands for enantioselective diethylzinc additions to aromatic and aliphatic aldehydes
Authors:Tomasz Bauer  Joanna Gajewiak
Affiliation:Department of Chemistry, Warsaw of University, u1. Pasteura 1, PL-02-093 Warsaw, Poland
Abstract:The first examples of the enantioselective titanium-mediated diethylzinc additions to aromatic and aliphatic aldehydes catalyzed by optically active α-hydroxy acids are presented. The reactions proceed with very good yield and good asymmetric induction. Enantioselectivities up to 90% are obtained depending on ligand and aldehyde used. A stereochemical model for the reaction is proposed.
Keywords:Diethylzinc   Titanium tetraisopropoxide   α-Hydroxy acids   Aldehydes   Enantioselective
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