Synthesis of diastereomerically enriched 2-bromoesters and their reaction with nucleophiles

Authors
Ammazzalorso, A Amoroso, R Bettoni, G De Filippis, B
Citation
A. Ammazzalorso et al., Synthesis of diastereomerically enriched 2-bromoesters and their reaction with nucleophiles, CHIRALITY, 13(2), 2000, pp. 102-108
Citations number
20
Categorie Soggetti
Chemistry & Analysis
Journal title
CHIRALITY
ISSN journal
08990042 → ACNP
Volume
13
Issue
2
Year of publication
2000
Pages
102 - 108
Database
ISI
SICI code
0899-0042(2000)13:2<102:SODE2A>2.0.ZU;2-D
Abstract
2-Bromoesters enriched in the (S,R)-diastereoisomer can be easily pre pared by coupling of racemic 2-bromoacids with (R)-pantolactone. Displacement of the bromine atom with nucleophiles, under suitable reaction conditions, oc curs without epimerization of starting compounds, giving (R,R)-2-substitute d carboxylic acid derivatives. Chirality 13:102-108, 2001. (C) 2001 Wiley-L iss, Inc.