Synthesis of agarofuran antifeedants, part II: Stereoselective construction of the tetrahydrofuran ring

Citation
Fd. Boyer et Ph. Ducrot, Synthesis of agarofuran antifeedants, part II: Stereoselective construction of the tetrahydrofuran ring, SYNTHESIS-S, (13), 2000, pp. 1868-1877
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
13
Year of publication
2000
Pages
1868 - 1877
Database
ISI
SICI code
0039-7881(200011):13<1868:SOAAPI>2.0.ZU;2-3
Abstract
This paper describes how to manage the last steps of the synthetic scheme o f agarofurans synthesis according to the configurations obtained at C-4a an d C-6 during the functionalization of hexahydronaphthalenones derived from a Wieland-Misher ketone in order to obtain either cis- or trans-nor-agarofu rans. Synthesis of nor-agarofurans 20, 24 and 29 are described.