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Combined Proline–Surfactant Organocatalyst for the Highly Diastereo‐ and Enantioselective Aqueous Direct Cross‐Aldol Reaction of Aldehydes
Author(s) -
Hayashi Yujiro,
Aratake Seiji,
Okano Tsubasa,
Takahashi Junichi,
Sumiya Tatsunobu,
Shoji Mitsuru
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200601156
Subject(s) - aldol reaction , chemistry , pulmonary surfactant , enantioselective synthesis , proline , catalysis , organocatalysis , aqueous solution , aqueous medium , organic chemistry , amino acid , biochemistry
Why not combine the two? The asymmetric direct aldol reaction of two different aldehydes was catalyzed by a combined proline–surfactant organic catalyst in the presence of water. A stable emulsion was formed in the reaction mixture, and the aldols were obtained with excellent diastereo‐ and enantioselectivities (see scheme).