4.8 Article

Catalytic asymmetric addition of alcohols to imines:: Enantioselective preparation of chiral N,O-aminals

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 37, Pages 12216-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja8033334

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Funding

  1. Petroleum Research Fund [PRF 45899-G1]

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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.

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