GAMMA-ALKOXYLACTONES AS AUTOUNMASKING SYNTHONS FOR A ONE-STEP CONSTRUCTION OF 1,3-OXYGENATED CYCLOPENTANES - SYNTHESIS OF FREDERICAMYCIN-A CORE AND SPIROBENZYLISOQUINOLINE ALKALOIDS

Citation
Sv. Kessar et al., GAMMA-ALKOXYLACTONES AS AUTOUNMASKING SYNTHONS FOR A ONE-STEP CONSTRUCTION OF 1,3-OXYGENATED CYCLOPENTANES - SYNTHESIS OF FREDERICAMYCIN-A CORE AND SPIROBENZYLISOQUINOLINE ALKALOIDS, Journal of the Chemical Society, Chemical Communications, (11), 1994, pp. 1327-1328
Citations number
17
Categorie Soggetti
Chemistry
ISSN journal
00224936
Issue
11
Year of publication
1994
Pages
1327 - 1328
Database
ISI
SICI code
0022-4936(1994):11<1327:GAASFA>2.0.ZU;2-L
Abstract
Reaction of gamma-alkoxyphthalide 7a with 3-indenyllithium leads to fr edericamycin A core compound 5, whereas condensation of methylenedioxy phthalide 7b or 8 with lithiated N-methyltetrahydroisoquinoline-BF3 co mplex 9 affords spirobenzylisoquinoline alkaloids raddeanine 12, coryd aine 13 and yenhusomidine 13.