Highly Diastereo- and Enantioselective Direct Aldol Reactions in Water
Yujiro Hayashi*, Tatsunobu Sumiya, Junichi Takahashi, Hiroaki Gotoh, Tatsuya Urushima, Mitsuru Shoji
*Department of Industrial Chemistry, Faculty of Engineering, Tokyo
University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, E-mail:
hayashi
ci.kagu.tus.ac.jp
Y. Hayashi, T. Sumiya, J. Takahashi, H. Gotoh, T. Urushima, M. Shoji, Angew. Chem. Int. Ed., 2006, 45, 958-961.
DOI: 10.1002/anie.200502488
Abstract
Siloxyproline organocatalysts promote the aldol reaction in the presence of water without organic solvent offering high enantioselectivity and diastereoselectivity. The catalysts can easily be prepared in large quantities from the commercially available trans-4-hydroxyproline.
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Key Words
aldol reaction, asymmetric synthesis, diastereoselectivity, organocatalysis, solvent effects
ID: J06-Y2006-320
