Various aspects of the reaction of a chiral catalyst or reagent with a racemic or enantiopure substrate

Authors
Citation
Hb. Kagan, Various aspects of the reaction of a chiral catalyst or reagent with a racemic or enantiopure substrate, TETRAHEDRON, 57(13), 2001, pp. 2449-2459
Citations number
47
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
13
Year of publication
2001
Pages
2449 - 2459
Database
ISI
SICI code
0040-4020(20010326)57:13<2449:VAOTRO>2.0.ZU;2-6
Abstract
A chiral catalyst or reagent may be used to create an asymmetric center on the components of a racemic mixture. The quantitative relationships between the various experimental data (ee's, fractional amounts of products, conve rsion) are given, and extended to the formation of regioisomeric products. The cases when products are not isomeric are also considered. The meaning o f 'kinetic resolution' in these processes is discussed. Finally, it is show n that above results can be used to safely predict the behavior of a chiral substrate versus either enantiomers of a chiral catalyst or reagent. Indee d, regio-, diastereo- or chemoselective reactions on a chiral substrate can be achieved by the choice of the absolute configuration of an external chi ral controller. (C) 2001 Elsevier Science Ltd. All rights reserved.