title: Highly enantioselective CH oxidation of vic-Diols with Shi's oxazolidinone dioxiranes.
abstract: [reaction: see text] Through an analogical study of the transition states of CH oxidation and asymmetric epoxidation of terminal alkenes, the first dioxirane-mediated catalytic highly enantioselective CH oxidation method was realized with Shi's oxazolidinone ketone derivatives. Very good enantioselectivity (up to 92% ee) may be obtained for both asymmetrization of meso vic-diols and kinetic resolution of racemic vic-diols.
authors.affiliation: Department of Chemistry, University of Texas at San Antonio, 78249-0698, USA.
authors.forename: Kavitha
authors.initials: K
authors.lastname: Jakka
authors.forename: Cong-Gui
authors.initials: CG
authors.lastname: Zhao
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D000475:Alkenes; D004852:Epoxy Compounds; D010080:Oxazoles; C061799:dioxirane