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Journal Article

Brønsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones

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Shevchenko,  Grigory A.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Dehn,  Stefanie
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Shevchenko, G. A., Dehn, S., & List, B. (2018). Brønsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones. Synlett, 29(17), 2298-2300. doi:10.1055/s-0037-1610292.


Cite as: https://hdl.handle.net/21.11116/0000-0002-6C53-8
Abstract
We report a Brønsted acid mediated direct α-hydroxylation of cyclic α-branched ketones via a tandem aminoxylation/N–O bond-cleavage process. Nitrosobenzene is used as the oxidant and subsequently promotes the liberation of the free alcohol. The desired products could be isolated in moderate to good yields at a maximum tested scale of 10 mmol. Derivatizations of the obtained products are presented.