An unexpected N-glycosidation reaction of anthracen-1-amine with glycals was identified, and its use in the synthesis of C1′ N-linked analogues of natural product marmycin A was explored. The structures of all these products were determined by 1D and 2D NMR, CD spectra, and X-ray crystal analysis. These products were then subjected to Friedel–Crafts acylation, Dess–Martin oxidation and nucleophilic addition leading to novel natural product analogues bearing a quaternary carbon center.
Organic & Biomolecular Chemistry
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