title: Asymmetric chiral ligand-directed alkene dioxygenation.
abstract: A Pd-catalyzed asymmetric alkene 1,2-dioxygenation reaction is described. The diastereoselectivity of the reaction is controlled by tethering a chiral oxime ether directing group to the alkene substrate. The best selectivities are obtained with 8-substituted menthone-derived oxime ether auxiliaries.
authors.affiliation: Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, USA.
authors.forename: Sharon R
authors.initials: SR
authors.lastname: Neufeldt
authors.forename: Melanie S
authors.initials: MS
authors.lastname: Sanford
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry; D010084:Oxidation-Reduction; D010091:Oximes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D004987:Ethers; D010091:Oximes; D010165:Palladium