Eu(fod)(3)-catalyzed solid-phase [4+2] heterocycloadditions: an efficient asymmetric process in catalyst-recycling conditions

Authors
Dujardin, G Leconte, S Coutable, L Brown, E
Citation
G. Dujardin et al., Eu(fod)(3)-catalyzed solid-phase [4+2] heterocycloadditions: an efficient asymmetric process in catalyst-recycling conditions, TETRAHEDR L, 42(50), 2001, pp. 8849-8852
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
50
Year of publication
2001
Pages
8849 - 8852
Database
ISI
SICI code
0040-4039(200112)42:50<8849:ES[HAE>2.0.ZU;2-3
Abstract
Under Eu(fod)(3)-catalyzed conditions, the endo-selective hetero Diels-Alde r reaction of (S)-(+)-O-vinyl mandelate with Wang-supported benzylidenepyru vate occurred with a 93/7 facial selectivity that compares well with those observed in solution. In addition, the solid-phase sequence allowed an unpr ecedented reuse of the catalyst in the presence of excess dienophile in sol ution. (C) 2001 Elsevier Science Ltd. All rights reserved.