Natural product synthesis has been the prime focus for the development of new chemical transformations and the drug discovery. The dimeric and oligomeric hexahydropyrrolo[2,3-b]indole alkaloids represent a architecturally intriguing class of cyclotryptamine alkaloids. These alkaloids share contiguous stereogenic centers with vicinal all-carbon quaternary stereogenic centers.
View Article and Find Full Text PDF(+)-Brevianamides A () and B () are distinguished by their unique bicyclo[2.2.2]diazaoctane structure and have captured the interest of synthetic chemists due to their fascinating array of biological activities.
View Article and Find Full Text PDFWe report the asymmetric total synthesis of dixiamycin C (1) through the shrewd alliance of the naturally occurring monomer xiamycin A methyl ester (5) and its bromo derivative (31) following a late-stage Buchwald-Macmillan's C-N bond formation via a photoredox electron transfer approach with a less reactive carbazole nitrogen. The key step in the synthesis of monomer xiamycin A methyl ester (5) involves Buchwald's Pd(II)-mediated aerobic dehydrogenative C-N bond formation, Beckmann rearrangement, and -acetylation of an electron-rich aromatic ring of an abietane core.
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