Citation
Tl. Ho et Mf. Ho, A stereoselective synthesis of platyphyllide, J CHEM S P1, (13), 1999, pp. 1823-1826
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X
→ ACNP
Issue
13
Year of publication
1999
Pages
1823 - 1826
Database
ISI
SICI code
0300-922X(19990707):13<1823:ASSOP>2.0.ZU;2-6
Abstract
The norsesquiterpene lactone, platyphyllide has been synthesized in 8 steps
in 23% overall yield via the Diels-Alder adduct of 2-(4-methylpent-3-enyl)
furan with dimethyl acetylenedicarboxylate, the 3-substituted phthalic dies
ter, and an o-formylbenzamide. An intramolecular ene reaction established t
he skeleton, and the final step involved inversion of configuration at the
benzylic site.