Palladium-Catalysed C(sp3)-H Glycosylation for the Synthesis of C-Alkyl Glycoamino Acids

We have developed a highly efficient and practical approach for palladium-catalyzed trifluoroacetate-promoted N-quinolylcarboxamide-directed glycosylation of inert beta-C(sp(3))-H bonds of N-phthaloyl alpha-amino acids with glycals under mild conditions. For the first time, C(sp(3))-H activation for glycosylation was achieved to build C-alkyl glycosides. This method facilitates the synthesis of various beta-substituted C-alkyl glycoamino acids and offers a tool for glycopeptide synthesis.