THE ALKYLATION OF MENTHYL HIPPURATE AND SOME RELATED MATERIALS - A REINVESTIGATION

Authors
MCINTOSH JM THANGARASA R FOLEY NK AGER DJ FROEN DE KLIX RC
Citation
Jm. Mcintosh et al., THE ALKYLATION OF MENTHYL HIPPURATE AND SOME RELATED MATERIALS - A REINVESTIGATION, Tetrahedron, 50(7), 1994, pp. 1967-1974
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
7
Year of publication
1994
Pages
1967 - 1974
Database
ISI
SICI code
0040-4020(1994)50:7<1967:TAOMHA>2.0.ZU;2-2
Abstract
Benzylation of chiral esters of N-acylglycines using various bases and additives was examined. No C-alkylation was observed with one equival ent of base. Diastereoselectivities were dependent on the amount of ad ditive, the nature of the N-acyl group, and the chiral ester. A model to account for the degree and sense of the stereoselectivity is propos ed.