1. Tethered aminohydroxylation: dramatic improvements to the process.
- Author
-
Donohoe TJ, Bataille CJ, Gattrell W, Kloesges J, and Rossignol E
- Subjects
- Acylation, Hydroxylation, Molecular Structure, Oxidation-Reduction, Stereoisomerism, Amines chemistry
- 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.
- Published
- 2007
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