title: Gold(I)-catalyzed addition of thiols and thioacids to 3,3-disubstituted cyclopropenes.
abstract: Gold(I)-catalyzed reactions of thiols, thiophenols, and thioacids with 3,3-disubstituted cyclopropenes occur in a regioselective and chemoselective manner to produce either vinyl thioethers or primary allylic thioesters in good yields. A survey of commonly used gold(I) catalysts shows Echavarren's cationic gold(I) catalyst to be most tolerant of deactivation by sulfur. A novel digold with bridging thiolate complex is characterized by X-ray crystallography, shedding light on a possible deactivation pathway.
authors: Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, EH14 4AS, United Kingdom.
authors: Richard J
authors: RJ
authors: Mudd
authors: Paul C
authors: PC
authors: Young
authors: James A
authors: JA
authors: Jordan-Hore
authors: Georgina M
authors: GM
authors: Rosair
authors: Ai-Lan
authors: AL
authors: Lee
mesh_terms: D000143:Acids / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000143:Acids; D003521:Cyclopropanes; D004952:Esters; D050607:Organogold Compounds; D013438:Sulfhydryl Compounds; D013440:Sulfides