ASYMMETRIC DIELS-ALDER REACTIONS OF CYCLOPENTADIENE WITH N-ACRYLOYL-4,4-DIMETHYL-1,3-OXAZOLIDIN-2-ONE AND N-FUMAROYL-4,4-DIMETHYL-1,3-OXAZOLIDIN-2-ONE MEDIATED BY CHIRAL LEWIS-ACIDS

Authors
CHAPUIS C JURCZAK J
Citation
C. Chapuis et J. Jurczak, ASYMMETRIC DIELS-ALDER REACTIONS OF CYCLOPENTADIENE WITH N-ACRYLOYL-4,4-DIMETHYL-1,3-OXAZOLIDIN-2-ONE AND N-FUMAROYL-4,4-DIMETHYL-1,3-OXAZOLIDIN-2-ONE MEDIATED BY CHIRAL LEWIS-ACIDS, Polish Journal of Chemistry, 68(1), 1994, pp. 99-108
Citations number
80
Categorie Soggetti
Chemistry
Journal title
Polish Journal of Chemistry → ACNP
ISSN journal
01375083
Volume
68
Issue
1
Year of publication
1994
Pages
99 - 108
Database
ISI
SICI code
0137-5083(1994)68:1<99:ADROCW>2.0.ZU;2-Q
Abstract
Diels-Alder reactions of cyclopentadiene with 3-acryloyl- (2b) and 3-f umaroyl-4,4-dimethyl-1,3-oxazolidin-2-one (2c), mediated by chiral Lew is acids, are described. EtAlCl2, TiCl4, SnCl4, ZrCl4, SiCl4, and BBr3 , Modified by derivatives Of L-tartaric acid, were applied as chiral p romotors. The relatively low efficiency of the chirality transfer is d iscussed.