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Synfacts 2006(10): 1063-1063  
DOI: 10.1055/s-2006-949370
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Aqueous Direct Cross-Aldol Reaction of Aldehydes

Contributor(s): Benjamin List, Subhas Chandra Pan
S. Aratake, T. Okano, J. Takahashi, T. Sumiya, M. Shoji, Y. Hayashi*
Tokyo University of Science, Japan
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Publikationsdatum:
21. September 2006 (online)

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Significance

Here the authors report an asymmetric direct cross-aldol reaction of two different aldehydes in the presence of water without using any additive. While proline itself is not efficient for this reaction, proline-derived catalyst 1 has been found to be effective. With 10 mol% of catalyst 1 moderate to good yields (29-92%) and high enantioselectivities (er = 87:13 to >99:1) are obtained for different acceptor and donor (typically propanaldehyde) aldehydes.