Catalytic asymmetric oxidative sulfenylation of β-ketocarbonyls using a chiral primary amine

作     者：Qi Zhang Mingying Shi Xueling Mi Sanzhong Luo 

作者机构：Key Laboratory of Molecular Recognition and FunctionInstitute of ChemistryChinese Academy of SciencesBeijing 100190China School of Chemical ScienceUniversity of Chinese Academy of SciencesBeijing 100490China College of ChemistryBeijing Normal UniversityBeijing 100875China Center of Basic Molecular ScienceDepartment of ChemistryTsinghua UniversityBeijing100084China 

出 版 物：《Organic Chemistry Frontiers》 (有机化学前沿（英文）)

年 卷 期：2022年第9卷第5期

页      面：1276-1281页

核心收录：

学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：We thank the National Natural Science Foundation of China(21672217,21861132003 and 22031006) the Tsinghua University Initiative Scientific Research Program for financial support. 

主　　题：oxidative chiral asymmetric 

摘      要：Enantioselective oxidative construction of a C(sp^(3))–S bond has been achieved using a chiral primary amine catalyst in the presence of tert-butyl hydroperoxide and a catalytic amount of tetrabutylammonium iodide.The distinctive feature of the current reaction is coupling with nucleophilic sulfur reactants under oxidative conditions.This protocol provides facile access to chiral thioethers bearing S-containing quaternary stereocenters with good chemo-and enantiocontrol.