DIASTEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION OF NITRILIMINES TO GAMMA-OXYGENATED ALPHA,BETA-UNSATURATED ENONES AND ESTERS

Authors
GRUBERT L GALLEY G PATZEL M
Citation
L. Grubert et al., DIASTEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION OF NITRILIMINES TO GAMMA-OXYGENATED ALPHA,BETA-UNSATURATED ENONES AND ESTERS, Tetrahedron : asymmetry, 7(4), 1996, pp. 1137-1148
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
4
Year of publication
1996
Pages
1137 - 1148
Database
ISI
SICI code
0957-4166(1996)7:4<1137:D1CONT>2.0.ZU;2-N
Abstract
The stereochemical outcome of the 1,3-dipolar cycloaddition of nitrili mines to gamma-oxygenated alpha,beta-unsaturated enones and esters was investigated. By means of X-ray and NMR analysis the main diastereome rs were assigned as the syn-derivatives. Novel enantiomerically pure n itrilimines were included in the investigations but did not influence the stereochemical course of the cycloaddition significantly. Copyrigh t (C) 1996 Elsevier Science Ltd