title: Highly diastereoselective palladium-catalyzed indium-mediated allylation of chiral hydrazones.
abstract: The general and efficient palladium-catalyzed indium-mediated allylation of chiral hydrazones was accomplished with excellent yield (72-92%) and diastereoselectivity (up to 99:1). The development of this reaction and the substrate scope are described. The conversion was found to be proportional to the phosphine concentration, which provided insight into the mechanism and competing pathways of the redox transmetalation process.
authors.affiliation: Department of Chemistry and Biochemistry, North Dakota State University , P.O. Box 6050, Fargo, North Dakota 58108-6050, United States.
authors.forename: Narayanaganesh
authors.initials: N
authors.lastname: Balasubramanian
authors.forename: Tanmay
authors.initials: T
authors.lastname: Mandal
authors.forename: Gregory R
authors.initials: GR
authors.lastname: Cook
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D006835:Hydrazones; D007204:Indium; D010165:Palladium