David Y. W. Lee and Minsheng He Pages 1333 - 1350 ( 18 )
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.
de-O-methylation, Glycosyl halides, Lactones, Cyclization, intramolecular tether approach, umpolung
Bioorganic and Natural ProductsLaboratory, McLean Hospital, Harvard Medical School, 115 Mill Street,Belmont, MA 02478.