INTERNALLY LEWIS ACID-CATALYZED DIELS-ALDER CYCLOADDITIONS

Authors
BIENAYME H LONGEAU A
Citation
H. Bienayme et A. Longeau, INTERNALLY LEWIS ACID-CATALYZED DIELS-ALDER CYCLOADDITIONS, Tetrahedron, 53(28), 1997, pp. 9637-9646
Citations number
52
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
28
Year of publication
1997
Pages
9637 - 9646
Database
ISI
SICI code
0040-4020(1997)53:28<9637:ILADC>2.0.ZU;2-P
Abstract
Suitable dienes, covalently connected to a Lewis acid, such a 1-dimeth ylaluminum dienolates, undergo very rapid and selective Diets-Alder cy cloadditions with various dienophiles. For these processes, a cooperat ivity between enthalpic (dienophile activation) and entropic (reactant s pre-association) factors is thought to be responsible for the high r eactivities and regio/stereo-selectivities observed. (C) 1997 Elsevier Science Ltd.