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CAS Key Laboratory of Receptor Research, Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences, Shanghai, China
; Fax: +86-21-50806035
; Tel: +86-21-50806035
Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China
Org. Biomol. Chem., 2013,11, 1383-1389
17 Oct 2012,
12 Dec 2012
First published online
12 Dec 2012
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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Organic & Biomolecular Chemistry
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