title: Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins.
abstract: The ruthenium catalyst derived from Ru3(CO)12 and triphos [Ph2P(CH2CH2PPh2)2] promotes the direct C-C coupling of isoprene with aryl substituted hydantoins 1a–1f at the diene C4-position to furnish products of n-prenylation 2a–2f. A mechanism involving hydantoin dehydrogenation followed by diene-imine oxidative coupling to furnish a transient aza-ruthencyclopentene is proposed.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.
authors.forename: Daniel C
authors.initials: DC
authors.lastname: Schmitt
authors.forename: Jungyong
authors.initials: J
authors.lastname: Lee
authors.forename: Anne-Marie R
authors.initials: AM
authors.lastname: Dechert-Schmitt
authors.forename: Eiji
authors.initials: E
authors.lastname: Yamaguchi
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D000478:Alkylation; D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D045782:Hemiterpenes / Q000737:chemistry*; D006827:Hydantoins / Q000737:chemistry*; D006865:Hydrogenation; D010420:Pentanes / Q000737:chemistry*; D054876:Prenylation; D012428:Ruthenium / Q000737:chemistry*
chemical_list: D002070:Butadienes; D056831:Coordination Complexes; D045782:Hemiterpenes; D006827:Hydantoins; D010420:Pentanes; C005059:isoprene; D012428:Ruthenium