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

被引：7

作者：

Zhang, Qi ^{[1
,2
]}

Shi, Mingying ^{[3
]}

Mi, Xueling ^{[3
]}

Luo, Sanzhong ^{[4
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China

[2] Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100490, Peoples R China

[3] Beijing Normal Univ, Coll Chem, Beijing 100875, Peoples R China

[4] Tsinghua Univ, Ctr Basic Mol Sci, Dept Chem, Beijing 100084, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 05期

基金：

中国国家自然科学基金;

关键词：

ALPHA-SULFENYLATION; BOND FORMATION; SULFUR; THIOLS; ORGANOCATALYSIS; CONSTRUCTION; THIOPHENOLS; DISULFIDES; ENAMINES; LACTONES;

D O I：

10.1039/d1qo01748a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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.

引用

页码：1276 / 1281

页数：6

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