title: Tethered aminohydroxylation: dramatic improvements to the process.
abstract: [reaction: see text] Changing the identity of the N leaving group on a hydroxylamine-based reoxidant gives a dramatic improvement to the tethered aminohydroxylation reaction. Using OCOC6F5 as a leaving group means that only 1 mol % of osmium is required and yields as high as 98% can be obtained. Acyclic homoallylic alcohols were substrates considered too unreactive for effective use in the tethered aminohydroxylation reaction; improved reaction conditions mean that they have now become viable substrates for oxidation.
authors: Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk
authors: Timothy J
authors: TJ
authors: Donohoe
authors: Carole J R
authors: CJ
authors: Bataille
authors: William
authors: W
authors: Gattrell
authors: Johannes
authors: J
authors: Kloesges
authors: Emilie
authors: E
authors: Rossignol
mesh_terms: D000215:Acylation; D000588:Amines / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000588:Amines