Enantioselective Diels-Alder reactions catalyzed by samarium iodo binaphthoxides

Authors
Giuseppone, N Santos, I Collin, J
Citation
N. Giuseppone et al., Enantioselective Diels-Alder reactions catalyzed by samarium iodo binaphthoxides, TETRAHEDR L, 41(5), 2000, pp. 639-642
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
5
Year of publication
2000
Pages
639 - 642
Database
ISI
SICI code
0040-4039(20000129)41:5<639:EDRCBS>2.0.ZU;2-3
Abstract
Two trivalent samarium iodo binaphthoxide complexes have been investigated as catalysts for enantioselective Diels-Alder reactions. Enantiomeric exces ses were improved using 3,3'-bis-orthoanisyl binaphthol as ligand compared to binaphthol, with values up to 81% for the major endo-isomer. Performing reactions at different temperatures gave a reversal in the prevailing produ ct configuration. (C) 2000 Elsevier Science Ltd. All rights reserved.