881691-65-2Relevant academic research and scientific papers
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.
N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation reaction
Donohoe, Timothy J.,Chughtai, Majid J.,Klauber, David J.,Griffin, David,Campbell, Andrew D.
, p. 2514 - 2515 (2007/10/03)
The use of N-sulfonyloxy carbamates as reoxidants for the tethered aminohydroxylation (TA) reaction is reported. These new conditions obviate the requirement for lithium hydroxide and tBuOCl in the oxidation mixture. In addition to providing aminohydroxyl
