CONFORMATIONALLY CONSTRAINED BIS(OXAZOLINE) DERIVED CHIRAL CATALYST -A HIGHLY EFFECTIVE ENANTIOSELECTIVE DIELS-ALDER REACTION

Authors
GHOSH AK MATHIVANAN P CAPPIELLO J
Citation
Ak. Ghosh et al., CONFORMATIONALLY CONSTRAINED BIS(OXAZOLINE) DERIVED CHIRAL CATALYST -A HIGHLY EFFECTIVE ENANTIOSELECTIVE DIELS-ALDER REACTION, Tetrahedron letters, 37(22), 1996, pp. 3815-3818
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
22
Year of publication
1996
Pages
3815 - 3818
Database
ISI
SICI code
0040-4039(1996)37:22<3815:CCBDCC>2.0.ZU;2-1
Abstract
The reaction of cyclopentadiene with various bidentate dienophiles in the presence of 4-10 mol% of copper(II)-bis(oxazoline) complexes affor ded excellent endo/exo selectivity as well as endo enantioselectivity (95-99% ee) and isolated yields. On the other hand, Diels-Alder reacti on with Mg(II)-complexes afforded a modest (61% ee) reversal in enanti oselectivity. Copyright (C) 1996 Elsevier Science Ltd