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Synlett 2009(10): 1643-1646  
DOI: 10.1055/s-0029-1217193
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© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Mannich-Type Reaction of Aromatic α-Amido Sulfone with Malonate Using Guanidine-Thiourea Bifunctional Organocatalyst

Keisuke Takada, Shinji Tanaka, Kazuo Nagasawa*
Department of Biotechnology and Life Science, Faculty of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan
Fax: +81(42)38872953; e-Mail: knaga@cc.tuat.ac.jp;
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Publication History

Received 4 February 2009
Publication Date:
02 June 2009 (online)

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Abstract

Asymmetric Mannich-type reaction of aromatic α-amido sulfone with malonate, catalyzed by a guanidine-thiourea bifunctional organocatalyst, affords β-amino acid derivatives in high yield with good to excellent enantioselectivity.

Key words

organocatalyst - bifunction - guanidine - thiourea - Mannich-type reaction

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