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

• 作者: Xiaoxiao Yan Feng Feng Lin Zhou Linrong Chen Shouchu Tang Jian Liu Feng Cai Xiaolei Wang
• 来源期刊: 中国科学：化学（英文版）
• 年，卷（期）: 2021,（4）
• 所属期刊栏目: ARTICLES
• 页码范围: 552-557
• 页数: 6页
• 语种: 英文

摘要

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 diastereos-electivity.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.