title: 1,2,3-triazole bound Au(I) (TA-Au) as chemoselective catalysts in promoting asymmetric synthesis of substituted allenes.
abstract: The triazole-Au (TA-Au) complexes were identified as effective chemoselective catalysts in promoting propargyl ester/ether 3,3-rearrangements. The highly reactive allenes, which could not be isolated by simple cationic gold catalysts, were prepared in excellent yields (1% catalyst loading, >90% yields). Unlike other reported Au catalysts, the TA-Au provided effective chirality transfer without racemization over a long period of time, giving enantioenriched allenes with excellent stereoselectivity (1% catalyst loading, up to 99% ee).
authors.affiliation: C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, United States.
authors.forename: Dawei
authors.initials: D
authors.lastname: Wang
authors.forename: Lekh Nath S
authors.initials: LN
authors.lastname: Gautam
authors.forename: Cynthia
authors.initials: C
authors.lastname: Bollinger
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Harris
authors.forename: Minyong
authors.initials: M
authors.lastname: Li
authors.forename: Xiaodong
authors.initials: X
authors.lastname: Shi
mesh_terms: D000466:Alkadienes / Q000737:chemistry; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000466:Alkadienes; D009942:Organometallic Compounds; D014230:Triazoles; C025947:propadiene; D006046:Gold