Journal of the American Chemical Society 2002-08-28

Enantioselective addition of amines to ketenes catalyzed by a planar-chiral derivative of PPY: possible intervention of chiral Brønsted-acid catalysis.

Brian L Hodous, Gregory C Fu

文献索引：J. Am. Chem. Soc. 124(34) , 10006-7, (2002)

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摘要

The first method for the catalytic enantioselective addition of amines (specifically, pyrroles) to ketenes has been developed, and it has been demonstrated that the resulting acylpyrroles can be transformed into a broad spectrum of useful derivatives. On the basis of mechanistic studies, it is suggested that the planar-chiral catalyst plays an unanticipated role in this process as a chiral Brønsted acid.