Exploring chemical diversity of epoxyquinoid natural products: Synthesis and biological activity of (-)-jesterone and related molecules

Authors
Hu, YB Li, CM Kulkarni, BA Strobel, G Lobkovsky, E Torczynski, RM Porco, JA
Citation
Yb. Hu et al., Exploring chemical diversity of epoxyquinoid natural products: Synthesis and biological activity of (-)-jesterone and related molecules, ORG LETT, 3(11), 2001, pp. 1649-1652
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
11
Year of publication
2001
Pages
1649 - 1652
Database
ISI
SICI code
1523-7060(20010531)3:11<1649:ECDOEN>2.0.ZU;2-H
Abstract
[GRAPHICS] Enantioselective syntheses of the potent antifungal agent (-)-jesterone, it s hydroxy epimer, and a dimeric quinone epoxide derivative are reported. Th e synthesis involves diastereoselective epoxidation of a chiral quinone mon oketal derivative and regio and stereoselective reduction of a quinone epox ide intermediate.