AZETIDINE BASED LIGANDS IN BORON CATALYZED ASYMMETRIC DIELS-ALDER REACTIONS

Authors
STARMANS WAJ WALGERS RWA THIJS L DEGELDER R SMITS JMM ZWANENBURG B
Citation
Waj. Starmans et al., AZETIDINE BASED LIGANDS IN BORON CATALYZED ASYMMETRIC DIELS-ALDER REACTIONS, Tetrahedron, 54(19), 1998, pp. 4991-5004
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
19
Year of publication
1998
Pages
4991 - 5004
Database
ISI
SICI code
0040-4020(1998)54:19<4991:ABLIBC>2.0.ZU;2-F
Abstract
The preparation of a new class of azetidine-based auxiliaries and thei r selectivity in the BBr3 catalyzed Diets-Alder reaction is described. The results are compared with a similar proline-derived ligand and a known prolinol auxiliary. Results show that selectivities are highly d ependent on the dienophile and the substituent of the chiral auxiliary . (C) 1998 Elsevier Science Ltd. All rights reserved.