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Preparation of α‐Oxygenated Ketones by the Dioxygenation of Alkenyl Boronic Acids
Author(s) -
Patil Aditi S.,
Mo DongLiang,
Wang HengYen,
Mueller Daniel S.,
Anderson Laura L.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201202704
Subject(s) - chemistry , ketone , boronic acid , hydrolysis , organic chemistry , combinatorial chemistry
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.