Catalytic asymmetric oxidative sulfenylation of β-ketocarbonyls using a chiral primary amine. Issue 5 (24th January 2022)

• Record Type: Journal Article
• Authors: Zhang, Qi; Shi, Mingying; Mi, Xueling; Luo, Sanzhong
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 5(2022)
• Page Start: 1276
• Page End: 1281
• Publication Date: 2022-01-24
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01748a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : 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. Abstract : 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.