Synfacts 2011(1): 0103-0103  
DOI: 10.1055/s-0030-1259187
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Quinidine Thiourea Catalyzed Aldol Reaction of Unactivated Ketones

Contributor(s): Benjamin List, Anna Lee
Q. Guo, M. Bhanushali, C.-G. Zhao*
University of Texas at San Antonio, USA
Further Information

Publication History

Publication Date:
21 December 2010 (online)

Significance

A highly efficient aldol reaction of unactivated ketones and activated carbonyl compounds using a quinidine thiourea catalyst 1 is presented. Zhao and co-workers obtained the ­desired products in good yields and high enantio­selectivities. The authors propose an enolate mechanism and they also illustrate the synthetic utility of their reaction process for the preparation of 3-alkyl-3-hydroxyindolin-2-ones, which are lead compounds for the synthesis of bioactive molecules.