Stereodivergent synthesis of C-glycosamino acids via Pd/Cu dual catalysis

Herein,we reported the stereodivergent synthesis of C-glycosamino acids via Pd/Cu dual catalysis and found a suitable system to resolve many challenges,such as the tolerance towards the density of functional groups,the variability of the anomeric position,the compatibility of appropriate catalyst combinations,the regioselectivity of nucleophiles,and the match/mismatch problems between chiral substrates and chiral ligand-metal complexes.The method enables the efficient preparation of a series of unnatural C-glycosamino acid skeletons bearing two contiguous stereogenic centers in good yields with excellent diastereoselectivity.From this crucial precursor,various C-glycosamino acid derivatives have been achieved diversely.The readily prepared C-glycosamino acid hybrids will meet the growing demands for the development of new molecular entities for discovering new drugs and materials.This stereodivergent synthesis of C-glycosamino acids will further accelerate the study of their structural features,mode of action,and potential biological applications in the near future.