title: Carbon dioxide mediated stereoselective copper-catalyzed reductive coupling of alkynes and thiols.
abstract: A simple protocol for the stereoselective copper-catalyzed hydrothiolation of alkynes under a CO(2) atmosphere has been developed. The stereoselectivity is determined by the presence/absence of a CO(2) atmosphere. The reaction system is robust and utilizes inexpensive, readily available substrates. A cyclic alkene/carboxylate copper complex intermediate is proposed as the key step in determining the stereoselectivity, and an equivalent amount of water is found to play an active role as a proton donor.
authors.affiliation: Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore.
authors.forename: Siti Nurhanna
authors.initials: SN
authors.lastname: Riduan
authors.forename: Jackie Y
authors.initials: JY
authors.lastname: Ying
authors.forename: Yugen
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002245:Carbon Dioxide / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D000480:Alkynes; D013438:Sulfhydryl Compounds; D013440:Sulfides; D014867:Water; D002245:Carbon Dioxide; D003300:Copper