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syn ‐Selective and Enantioselective Direct Cross‐Aldol Reactions between Aldehydes Catalyzed by an Axially Chiral Amino Sulfonamide
Author(s) -
Kano Taichi,
Yamaguchi Yukako,
Tanaka Youhei,
Maruoka Keiji
Publication year - 2007
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.200604640
Subject(s) - aldol reaction , sulfonamide , enantioselective synthesis , catalysis , chemistry , selectivity , proline , axial symmetry , combinatorial chemistry , aldol condensation , organic chemistry , amino acid , mathematics , biochemistry , geometry
Complementary to proline : An axially chiral amino sulfonamide ( S )‐ 1 was successfully applied as the catalyst to the direct cross‐aldol reaction between two different aldehydes (see scheme; NMP= N ‐methylpyrrolidone). This catalyst has the advantage of giving mainly syn products, while proline shows the opposite anti selectivity.