title: Rhodium-Catalyzed Hydrofunctionalization: Enantioselective Coupling of Indolines and 1,3-Dienes.
abstract: We communicate a strategy for the hydrofunctionalization of 1,3-dienes via Rh-hydride catalysis. Conjugated dienes are coupled to nucleophiles to demonstrate the feasibility of novel C-C, C-O, C-S, and C-N bond forming processes. In the presence of a chiral JoSPOphos ligand, hydroamination generates chiral allylic amines with high regio- and enantioselectivity. Tuning both the pKaand steric properties of an acid-additive is critical for enantiocontrol.
authors.affiliation: Department of Chemistry, University of California , Irvine, California 92697, United States.
authors.forename: Xiao-Hui
authors.initials: XH
authors.lastname: Yang
authors.affiliation: Department of Chemistry, University of California , Irvine, California 92697, United States.
authors.forename: Vy M
authors.identifier: 0000-0002-8099-1048
authors.initials: VM
authors.lastname: Dong
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D000588:Amines; D007211:Indoles; C057812:indoline; D012238:Rhodium