Catalytic Asymmetric Addition of Alcohols to Imines: Enantioselective Preparation of Chiral N,O-Aminals

The enantioselective addition of alcohols to imine electrophiles has been shown to proceed in the presence of a catalytic amount of a chiral phosphoric acid catalyst. The reaction allows for the formation of the respective chiral N,O-aminals in excellent yield and enantioselectivity. A total of 11 d...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2008-09, Vol.130 (37), p.12216-12217
Main Authors: Li, Guilong, Fronczek, Frank R, Antilla, Jon C
Format: Article
Language:English
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Summary:The enantioselective addition of alcohols to imine electrophiles has been shown to proceed in the presence of a catalytic amount of a chiral phosphoric acid catalyst. The reaction allows for the formation of the respective chiral N,O-aminals in excellent yield and enantioselectivity. A total of 11 different alcohols and 11 different imines were successfully used as a clear demonstration of the reaction generality.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja8033334