Transannular Diels-Alder studies on the asymmetric synthesis of (+)-maritimol

Authors
Toro, A Lemelin, CA Preville, P Belanger, G Deslongchamps, P
Citation
A. Toro et al., Transannular Diels-Alder studies on the asymmetric synthesis of (+)-maritimol, TETRAHEDRON, 55(15), 1999, pp. 4655-4684
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
15
Year of publication
1999
Pages
4655 - 4684
Database
ISI
SICI code
0040-4020(19990409)55:15<4655:TDSOTA>2.0.ZU;2-7
Abstract
Assembly of 13-membered TCC macrocyclic trienes are described and their tra nsannular Diels-Alder reaction are investigated as a model study for the as ymmetric synthesis of the ABC-ring system of(+)-maritimol. Albeit the origi nal expectations that the pro-3(S)- and 4(R)-functionalities induce perfect absolute and relative control in the strategic step has not been fully met , a position at pro-12(R) complying with these requirements is recognized. (C) 1999 Elsevier Science Ltd. All rights reserved.