Asymmetric Catalysis with “Planar-Chiral” Derivatives of 4-(Dimethylamino)pyridine
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- 5 May 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Accounts of Chemical Research
- Vol. 37 (8) , 542-547
- https://doi.org/10.1021/ar030051b
Abstract
Whereas chiral Lewis acid catalysis has been intensively investigated, chiral Lewis base (nucleophilic) catalysis has been comparatively neglected. We have developed “planar-chiral” derivatives of 4-(dimethylamino)pyridine (DMAP), a highly versatile nucleophilic catalyst, that are effective in a diverse array of processes, including the Staudinger synthesis of β-lactams, the acylation of silyl ketene acetals, and the kinetic resolution of amines.Keywords
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