SYNTHESES OF HIGHLY CONSTRAINED BETA-ARYL ISOHEXANOIC ACID-DERIVATIVES VIA ASYMMETRIC MICHAEL ADDITION

Citation
Sb. Liao et al., SYNTHESES OF HIGHLY CONSTRAINED BETA-ARYL ISOHEXANOIC ACID-DERIVATIVES VIA ASYMMETRIC MICHAEL ADDITION, Tetrahedron letters, 37(44), 1996, pp. 7917-7920
Citations number
22
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
0040-4039
Volume
37
Issue
44
Year of publication
1996
Pages
7917 - 7920
Database
ISI
SICI code
0040-4039(1996)37:44<7917:SOHCBI>2.0.ZU;2-H
Abstract
A series of enantiomerically pure highly sterically hindered beta-bran ched isohexanoic acid derivatives have been synthesized with high dias tereoselectivity via asymmetric Michael addition. The X-ray crystal st ructure of imethylphenyl)isohexanyl]-4-phenyl-2-oxazolidonone demonstr ated that the beta-configuration was induced from the Si-face, and tha t the torsional angle chi(2) was restricted by the bulky beta-isopropy l group to the range expected from molecular modeling. Copyright (C) 1 996 Elsevier Science Ltd