SYNTHESIS OF CARBOXYLATED PYRROLIDINE DERIVATIVES VIA 1,3-DIPOLAR CYCLOADDITIONS OF HOMOCHIRAL DOUBLE-STABILIZED E-AZOMETHINE YLIDS

Authors
HARWOOD LM LILLEY IA
Citation
Lm. Harwood et Ia. Lilley, SYNTHESIS OF CARBOXYLATED PYRROLIDINE DERIVATIVES VIA 1,3-DIPOLAR CYCLOADDITIONS OF HOMOCHIRAL DOUBLE-STABILIZED E-AZOMETHINE YLIDS, Tetrahedron : asymmetry, 6(7), 1995, pp. 1557-1560
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
7
Year of publication
1995
Pages
1557 - 1560
Database
ISI
SICI code
0957-4166(1995)6:7<1557:SOCPDV>2.0.ZU;2-1
Abstract
The preparation and subsequent diastereoselective 1,3- dipolar cycload dition of E-carboethoxy-substituted azomethine ylids derived by conden sing 5-(S)-phenylmorpholinone (1) with ethyl glyoxalate is described. Removal of the chiral template furnishes enantiomerically pure pyrroli dine-2,5-dicarboxylate derivatives.