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α-Hydroxylation of ketones: Osmium tetroxide/N-methylmorpholine-N-oxide oxidation of silyl enol ethers

✍ Scribed by J.P. McCormick; Witold Tomasik; Mark W. Johnson

Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 244 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)92501-8

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✦ Synopsis

Osmium tetroxide/N-methylmorpholine-N-oxide oxidation of silyl enol ethers, derived from ketones with either kinetic or thermodynamic regiochemical control, produces a-ketols in good to excellent yields.

The search for means to introduce hydroxyl functionality adjacent to carbonyl has led to development of some elegant methods, including oxidation of enolates by a molybdenum peroxide

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