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