SIMPLE AND EFFICIENT N-ACYLATION REACTIONS OF CHIRAL OXAZOLIDINONE AUXILIARIES

Authors
AGER DJ ALLEN DR SCHAAD DR
Citation
Dj. Ager et al., SIMPLE AND EFFICIENT N-ACYLATION REACTIONS OF CHIRAL OXAZOLIDINONE AUXILIARIES, Synthesis, (11), 1996, pp. 1283
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
11
Year of publication
1996
Database
ISI
SICI code
0039-7881(1996):11<1283:SAENRO>2.0.ZU;2-I
Abstract
A simplified procedure for the N-acylation of oxazolidin-2-one chiral auxiliaries has been developed. The acylations occur at room temperatu re in the presence of triethylamine and cataytic quantities of 4-(N,N- dimethylamino)pyridine, thereby eliminating the necessity for a strong base such as butyllithium. Acylations with both symmetrical and mixed anhydrides, as well as acid chlorides, occur with a wide variety of o xazolidinone auxiliaries.