Preparation of [alpha]-Oxygenated Ketones by the Dioxygenation of Alkenyl Boronic Acids

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 corr...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-07, Vol.51 (31), p.7799
Main Authors: Patil, Aditi S, Mo, Dong-Liang, Wang, Heng-Yen, Mueller, Daniel S, Anderson, Laura L
Format: Article
Language:English
Online Access:Get full text
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Summary: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.
ISSN:1433-7851
1521-3773