Unexpected N-glycosidation reaction of glycals with 1-amino-anthracene: structure revision and application to the synthesis of new analogues of marmycin A.

نویسندگان

  • Xuefeng Zhang
  • Xiaolong Jiang
  • Chunyong Ding
  • Qizheng Yao
  • Ao Zhang
چکیده

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.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 11 8  شماره 

صفحات  -

تاریخ انتشار 2013