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Three neolignans, (±)-demethylnitidanin(1), herpetol(2) and salvinal(3) were synthesized from methyl 4,5-dihydroxy-3-methoxy cinnamate or methyl 4-hydroxy-3-methoxy cinnamate with Ag2O-catalyzed biomimetic oxidative coupling as the key step of the synthetic route. Five novel benzofuran neolignan-4’-O-β-D-glycosides(4―8) were achieved by the glycosylation reactions of benzofuran neolignans 2, 3 and 15. The structures of all the compounds synthesized were determined by MS, 1H NMR and IR spectra. (±)-Demethylnitidanin(1) and herpetol(2) were the first synthesized and the synthesis of salvinal(3) was efficiently improved by the new synthetic routes.
Three neolignans, (±) -demethylnitidanin (1), herpetol (2) and salvinal (3) were synthesized from methyl 4,5-dihydroxy-3-methoxy cinnamate or methyl 4-hydroxy-3-methoxy cinnamate with Ag2O-catalyzed biomimetic Five novel benzofuran neolignan-4’-O-β-D-glycosides (4-8) were achieved by the glycosylation reactions of benzofuran neolignans 2, 3 and 15. The structures of all the compounds synthesized were determined by MS, 1H NMR and IR spectra. (±) -Demethylnitidanin (1) and herpetol (2) were the first synthesized and the synthesis of salvinal (3) was efficiently improved by the new synthetic routes.