Synthesis of <i>C</i>-acyl furanosides <i>via</i> the cross-coupling of glycosyl esters with carboxylic acids
Yongliang Wei, Jenny K.W. Lam, Tianning Diao
Abstract
evolution to afford glycosyl radicals. This method embraces a large scope of furanoses, pyranoses, and carboxylic acids, and is readily applicable to the synthesis of a thymidine analogue and diplobifuranylone B, as well as the late-stage modification of (+)-sclareolide. The convenient preparation of the redox active glycosyl ester from native sugars and the compatibility with common furanoses exemplifies the potential of this method in medicinal chemistry.
Topics & Concepts
GlycosylChemistryAnomerRadicalCarboxylic acidCombinatorial chemistryStereochemistryOrganic chemistryCarbohydrate Chemistry and SynthesisCatalytic C–H Functionalization MethodsRadical Photochemical Reactions