文献类型：期刊文献

英文题名：Second-Layer Chiral Environment-Induced Steric Hindrance Enables Catalyst Conformation Lockdown in Enantioselective Hypervalent Iodine Organocatalysis

作者：Zhang, Xiaotao[1,2];Liu, Miaomiao[1,2];Ge, Hao[1,2];Zhang, Zhipeng[1,2]

机构：[1]East China Univ Sci Technol, Key Lab Adv Mat, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Mat & Dynam Chem,Sch Chem & Mol, Shanghai 200237, Peoples R China;[2]East China Univ Sci Technol, Joint Int Res Lab Precis Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Mat & Dynam Chem,Sch Chem & Mol, Shanghai, Peoples R China

年份：2023

卷号：13

期号：12

起止页码：8273

外文期刊名：ACS CATALYSIS

收录：;EI(收录号：20232614310204);WOS:【SCI-EXPANDED(收录号:WOS:001014786200001)】；

基金：We thank the Research Center of Analysis and Test, East China University of Science and Technology, for the help on the characterization and Prof. Yifeng Chen (ECUST) for sharing the instruments. We acknowledge the National Natural Science Foundation of China (21702059), Fundamental Research Funds for the Central Universities (222201717003, 222201814014, JKVJ1211010, and JKVJ12001010), Shanghai Pujiang Program (18PJ1402200), Shanghai Municipal Science and Technology Major Project (2018SHZDZX03), Program of Introducing Talents of Discipline to Universities (B16017), and the "Thousand Plan" Youth program for financial support.

语种：英文

外文关键词：hypervalent iodine; enantioselective; oxysulfonylation; oxidative cyclization; ketones; gamma-butyrolactones

摘要：A classof confined chiral hypervalent iodines have been designedand developed by incorporating two sterically demanding BINOL-derivedunits, which form the second-layer chiral environment, into the iodine-containingmolecules to lock down the conformation of the catalyst and indirectlycreate a compact chiral environment around the active site. Good-to-excellentenantioselectivities have been achieved with these catalysts for the alpha-oxysulfonylation of ketones (up to 97.5:2.5 er) and the oxidativecyclization of 5-oxo-5-arylpentanoic acids to gamma-butyrolactones(up to 98:2 er), thereby demonstrating the utility of this strategyfor catalyst design.