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Synfacts 2007(2): 0213-0213  
DOI: 10.1055/s-2006-955789
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Chiral Guanidine-Catalyzed Asymmetric Amination of 1,3-Dicarbonyl Compounds

Contributor(s): Benjamin List, Subhas Chandra Pan
M. Terada*, M. Nakano, H. Ube
Tohoku University, Sendai, Japan
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Publication History

Publication Date:
23 January 2007 (online)

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Significance

Here the authors report a new type of axially chiral guanidine catalyst 1 for the highly enantioselective electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compounds. With 0.05-2 mol% of catalyst 1, good to excellent yields (54% to >99%) and high enantioselectivities (er = 81:19 to 99:1) are obtained for different cyclic and acyclic 1,3-dicarbonyl compounds.