Fu Gregory C
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Acc Chem Res. 2004 Aug;37(8):542-7. doi: 10.1021/ar030051b.
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 beta-lactams, the acylation of silyl ketene acetals, and the kinetic resolution of amines.
尽管手性路易斯酸催化已得到深入研究,但手性路易斯碱(亲核)催化却相对被忽视。我们已开发出4-(二甲氨基)吡啶(DMAP)的“平面手性”衍生物,DMAP是一种用途广泛的亲核催化剂,在多种反应过程中都很有效,包括β-内酰胺的施陶丁格合成、甲硅烷基烯酮缩醛的酰化反应以及胺的动力学拆分。