ENANTIOSELECTIVE DIELS-ALDER REACTIONS - NOVEL CONSTRAINED BIS(OXAZOLINE)LIGAND-METAL TRIFLATE CATALYSTS

Authors
TAKACS JM QUINCY DA SHAY W JONES BE ROSS CR
Citation
Jm. Takacs et al., ENANTIOSELECTIVE DIELS-ALDER REACTIONS - NOVEL CONSTRAINED BIS(OXAZOLINE)LIGAND-METAL TRIFLATE CATALYSTS, Tetrahedron : asymmetry, 8(18), 1997, pp. 3079-3087
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
18
Year of publication
1997
Pages
3079 - 3087
Database
ISI
SICI code
0957-4166(1997)8:18<3079:EDR-NC>2.0.ZU;2-8
Abstract
Five chiral 1,4-bis(oxazoline) ligands, each bearing a bicyclic backbo ne, were prepared and examined in Mg(OTf)(2)-, Zn(OTf)(2)-, and Cu(OTf )(2)-catalyzed Diels-Alder reactions. The cycloadditions were carried out at room temperature and afforded enantiomeric excess up to 88%. Su rprisingly, a non-C-2-symmetric bis(oxazoline) bearing a meso backbone was among the more efficient ligands examined. (C) 1997 Elsevier Scie nce Ltd.