937025-89-3Relevant articles and documents
Tethered aminohydroxylation: Dramatic improvements to the process
Donohoe, Timothy J.,Bataille, Carole J. R.,Gattrell, William,Kloesges, Johannes,Rossignol, Emilie
, p. 1725 - 1728 (2008/02/02)
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.