The syntheses of three naturally occurring diphyllin glycosides have been achieved. 7-O-β-D-Qtfmovopyranosyldiphyllin (patentiflorin A) and 7-O-β-L-fucopyranosyldiphyllin (patentiflorin B) were synthesized by th...The syntheses of three naturally occurring diphyllin glycosides have been achieved. 7-O-β-D-Qtfmovopyranosyldiphyllin (patentiflorin A) and 7-O-β-L-fucopyranosyldiphyllin (patentiflorin B) were synthesized by the glycosylation of diphyllin with peracetylglycosyl bromides under phase transfer catalysis (PTC) conditions. 4"-O-Acetyl-7-O-β-L-fucopyranosyldiphyllin (4"-O-acetyl patentiflorin B) was obtained from patentiflorin B on an orthoesterification-orthoester rearrangement approach. Their ^1H NMR, ^13C NMR and HRMS signals are all consistent with those reported for the natural product.展开更多
基金Project supported by the National Natural Science Foundation of China (No. 30400564).
文摘The syntheses of three naturally occurring diphyllin glycosides have been achieved. 7-O-β-D-Qtfmovopyranosyldiphyllin (patentiflorin A) and 7-O-β-L-fucopyranosyldiphyllin (patentiflorin B) were synthesized by the glycosylation of diphyllin with peracetylglycosyl bromides under phase transfer catalysis (PTC) conditions. 4"-O-Acetyl-7-O-β-L-fucopyranosyldiphyllin (4"-O-acetyl patentiflorin B) was obtained from patentiflorin B on an orthoesterification-orthoester rearrangement approach. Their ^1H NMR, ^13C NMR and HRMS signals are all consistent with those reported for the natural product.