STEREOSELECTIVE INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF CHIRAL CHROMIUM TRICARBONYL COMPLEXED NITRONE

Authors
BALDOLI C DELBUTTERO P LICANDRO E MAIORANA S PAPAGNI A
Citation
C. Baldoli et al., STEREOSELECTIVE INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF CHIRAL CHROMIUM TRICARBONYL COMPLEXED NITRONE, Tetrahedron : asymmetry, 6(7), 1995, pp. 1711-1717
Citations number
20
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
1711 - 1717
Database
ISI
SICI code
0957-4166(1995)6:7<1711:SI1COC>2.0.ZU;2-K
Abstract
The new tricarbonyl(2-allyloxybenzaldehyde)chromium(O) complex (4a) ha s been prepared in both a racemic and an enantiomerically pure form. T he thermal intramolecular 1,3-dipolar cycloaddition of the correspondi ng (1R)-N-methyl nitrone (5a) afforded, after decomplexation, cis-(3aS ,9bR)-1,3a,4,9b-tetrahydro-1-methyl-3H-[1] benzopyrano[4,3-c]isoxa zol e (7) with complete enantioselection.