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Synfacts 2008(2): 0203-0203
DOI: 10.1055/s-2007-992438
DOI: 10.1055/s-2007-992438
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York
Dynamic Kinetic Resolution of Hemiaminals Using a Novel DMAP Catalyst
S. Yamada*, K. Yamashita
Ochanomizu University, Tokyo, Japan
Further Information
Publication History
Publication Date:
23 January 2008 (online)
Significance
An organocatalytic dynamic kinetic resolution of hemiaminals has been developed. Chiral DMAP catalyst 1 was found to be effective for this reaction. tert-Butyl methyl ether was the optimal solvent for this reaction and isobutyric anhydride was the acylating reagent. With 1 mol% of catalyst 1, excellent yields (95-99%) and good to high enantioselectivities (er = 83:17 to 94:6) were obtained for different hemiaminals.