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Two in two: Dioxygenation of alkenyl boronic acids has been achieved with N-hydroxyphthalimide. The two-step process involves etherification of an alkenyl boronic acid with N-hydroxyphthalimide followed by a [3,3] rearrangement. The dioxygenated product can then be hydrolyzed to form either the corresponding α-hydroxy ketone or the α-benzoyloxy ketone. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Aditi S Patil, Dong-Liang Mo, Heng-Yen Wang, Daniel S Mueller, Laura L Anderson. Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids. Angewandte Chemie (International ed. in English). 2012 Jul 27;51(31):7799-803

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PMID: 22744839

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