Development of Highly Diastereo- and Enantioselective Direct Asymmetric Aldol Reaction of a Glycinate Schiff Base with Aldehydes Catalyzed by Chiral Quaternary Ammonium Salts
Takashi Ooi, Minoru Kameda, Mika Taniguchi and Keiji Maruoka*
*Department of Chemistry, Graduate School of Science, Kyoto University,
Sakyo, Kyoto 606-8502, Japan,
Email: maruoka
kuchem.kyoto-u.ac.jp
T. Ooi, M. Kameda, M. Taniguchi, K. Maruoka, J. Am. Chem. Soc., 2004, 126, 9685-9694.
DOI: 10.1021/ja048865q
Abstract
A highly efficient direct asymmetric aldol reaction of a glycinate Schiff base with aldehydes has been achieved under mild biphasic conditions with excellent stereochemical control, using a chiral quaternary ammonium salt as a phase-transfer catalyst.
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Key Words
Aldol Addition, Organocatalysis, Phase Transfer Catalysis, O'Donnell Amino Acid Synthesis
ID: J48-Y2004-1640
