DIELS-ALDER ASYMMETRICAL SYNTHESIS IN THE PRESENCE OF THE CHIRAL TITANIUM CATALYST - APPLICATION OF THE EXPERIMENTAL-DESIGN METHODOLOGY

Citation
J. Irurre et al., DIELS-ALDER ASYMMETRICAL SYNTHESIS IN THE PRESENCE OF THE CHIRAL TITANIUM CATALYST - APPLICATION OF THE EXPERIMENTAL-DESIGN METHODOLOGY, Afinidad, 50(448), 1993, pp. 361-365
Citations number
NO
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00019704
Volume
50
Issue
448
Year of publication
1993
Pages
361 - 365
Database
ISI
SICI code
0001-9704(1993)50:448<361:DASITP>2.0.ZU;2-L
Abstract
The asymmetric Diels-Alder reaction between 3-crotonoyl-1,3-oxazolidin one and cyclopentadiene catalyzed by the chiral titanium (IV) derivate d from the diol (2R,3R)-bis pha'-alpha'-tetraphenyl-1,4-dioxaspiro[4.5 ]de-cane is studied. Therefore, the 2f-1 Fractional Factorial Experime ntal Design is applied, analyzing the influence of four experimental f actors on the yield and enantioselectivity of the reaction. In the exp erience which affords the best enantioselectivity under the experiment al conditions studied, an e.e. = 92% with a yield of 84% in cycloadduc ts is reached.