CHIRAL TARTRATE-DERIVED DIOXABOROLIDINE - A SIMPLE AND PRACTICAL CATALYST FOR ENANTIOSELECTIVE DIELS-ALDER REACTION

Authors
LOH TP WANG RB SIM KY
Citation
Tp. Loh et al., CHIRAL TARTRATE-DERIVED DIOXABOROLIDINE - A SIMPLE AND PRACTICAL CATALYST FOR ENANTIOSELECTIVE DIELS-ALDER REACTION, Tetrahedron letters, 37(17), 1996, pp. 2989-2992
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
17
Year of publication
1996
Pages
2989 - 2992
Database
ISI
SICI code
0040-4039(1996)37:17<2989:CTD-AS>2.0.ZU;2-I
Abstract
The (L)-tartrate derived catalyst 1, has been used to effect enantiose lective Diels-Alder reactions of bromoacrolein and cyclopentadiene. Th e reaction gives the product in good yield (96%), high diastereofacial selectivity (exo/endo 96:4) and moderate enantioselectivty (70%ee). ( C) 1996 Published by Elsevier Science Ltd