Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Stereocontrolled synthetic approach to the key mother spiroketals

Citation
Yx. Jia et al., Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Stereocontrolled synthetic approach to the key mother spiroketals, ORG LETT, 3(6), 2001, pp. 847-849
Citations number
14
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
6
Year of publication
2001
Pages
847 - 849
Database
ISI
SICI code
1523-7060(20010322)3:6<847:SSOTHP>2.0.ZU;2-1
Abstract
[GRAPHICS] The stereocontrolled synthesis of (2S,4R,6R,8S,10S,1'R,1"R)-2(acetylhydroxy methyl)-4,10-dimethyl-8(isopropenylhydroxymethyl)-1,7-dioxaspiro[5,5]-undec ane (4a) and its C1"-epimer (4b), the key mother spiroketals of the HIV-1 p rotease inhibitive didemnaketals from the ascidian Didemnum sp., has been c arried out through multisteps from the natural (R)-(+)-pulegone, which invo lved the diastereoselective construction of four chiral carbon centers(C-2, C-6, C-8, and C-1') by intramolecular chiral induce.