B. Lygo, Bryan Allbutt
Feb 1, 2004
Citations
0
Influential Citations
24
Citations
Journal
Synlett
Abstract
Studies into the enantioselective phase-transfer alkylation of a series of glycine imine esters are presented. Using a quaternary ammonium salt catalyst derived from α-methylnaphthylamine, high enantioselectivities were obtained in reactions involving imines containing tert-butyl, benzhydryl, and benzyl esters. In contrast, a quaternary ammonium salt catalyst derived from dihydrocinchonidine gave highest enantioselectivities with tert-butyl and ethyl esters. Application of the benzhydryl ester alkylation in the preparation of a differentially protected aspartic acid derivative is also presented.