Amino acid catalyzed direct asymmetric aldol reactions: a bioorganic approach to catalytic asymmetric carbon-carbon bond-forming reactions

K Sakthivel, W Notz, T Bui…

Index: Sakthivel; Notz; Bui; Barbas III Journal of the American Chemical Society, 2001 , vol. 123, # 22 p. 5260 - 5267

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Citation Number: 1135

Abstract

Direct asymmetric catalytic aldol reactions have been successfully performed using aldehydes and unmodified ketones together with commercially available chiral cyclic secondary amines as catalysts. Structure-based catalyst screening identified l-proline and 5, 5-dimethyl thiazolidinium-4-carboxylate (DMTC) as the most powerful amino acid catalysts for the reaction of both acyclic and cyclic ketones as aldol donors with aromatic and ...