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Regioselective Wacker Oxidation of Internal Alkenes: Rapid Access to Functionalized Ketones Facilitated by Cross‐Metathesis
Author(s) -
Morandi Bill,
Wickens Zachary K.,
Grubbs Robert H.
Publication year - 2013
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.201303587
Subject(s) - regioselectivity , wacker process , metathesis , chemistry , combinatorial chemistry , benzoquinone , alkene , salt metathesis reaction , organic chemistry , catalysis , palladium , polymerization , polymer
Wacka wacka : The title reaction makes use of a wide range of directing groups (DG) to enable the highly regioselective oxidation of alkenes, and occurs predictably at the distal position. Both E and Z alkenes afford valuable functionalized ketones and cross‐metathesis was shown to facilitate the preparation of the starting materials. BQ=benzoquinone.