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Synfacts 2010(2): 0232-0232  
DOI: 10.1055/s-0029-1219139
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

C 1-Symmetric Chiral Ammonium Betaine Catalyzed Mannich-Type Reaction

Contributor(s): Benjamin List, Ilija Čorić
D. Uraguchi, K. Koshimoto, T. Ooi*
Nagoya University, Japan
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Publication History

Publication Date:
21 January 2010 (online)

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Significance

C 1-Symmetric chiral quaternary ammonium betaines have been prepared and used as bifunctional organic catalysts. With catalyst 1 a highly stereoselective Mannich-type reaction of 2-alkoxythiazol-5(4H)-ones 3 with Boc-protected imines 2 has been achieved. The synthetic utility of products 4 was demonstrated by their conversion to different α,β-diamino acid derivatives.