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Preparation of α-Oxygenated Ketones by the Dioxygenation of Alkenyl Boronic Acids


  • We acknowledge generous funding from ACS-PRF (50491-DNI) and the University of Illinois at Chicago. We also thank Prof. T. Driver and group for insightful discussions.


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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.