Recent Advances in Aryl C-Glycoside Synthesis

Author(s): David Y. W. Lee, Minsheng He.

Journal Name: Current Topics in Medicinal Chemistry

Volume 5 , Issue 14 , 2005

Abstract:

Aryl C-glycosides are stable analogs of the corresponding O-glycosides. Because of their favorable pharmacological profiles attributed primarily to the C-glycosyl moiety, aryl C-glycosides have gained increasing popularity as drug candidates. In this review we focus on the synthesis of aryl C-glycosides including puerarin and kendomycin. This review is organized based on the type of chemistry used in the assembly of the C-glycosides with the following sub-sections: electrophilic reaction, cross-coupling reaction, free radical reaction, cyclization, intramolecular OC rearrangement, umpolung, and miscellaneous reactions.

Keywords: de-O-methylation, Glycosyl halides, Lactones, Cyclization, intramolecular tether approach, umpolung

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Article Details

VOLUME: 5
ISSUE: 14
Year: 2005
Page: [1333 - 1350]
Pages: 18
DOI: 10.2174/156802605774643042
Price: $58

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