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Palladium‐Catalyzed Oxidative Kinetic Resolution with Ambient Air as the Stoichiometric Oxidation Gas
Author(s) -
Bagdanoff Jeffrey T.,
Stoltz Brian M.
Publication year - 2004
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.200352444
Subject(s) - kinetic resolution , chemistry , enantioselective synthesis , palladium , catalysis , stoichiometry , halide , oxidative addition , organic chemistry , oxidative phosphorylation , hydrogen bond , combinatorial chemistry , inorganic chemistry , molecule , biochemistry
Air is enough to mediate the highly enantioselective oxidation of secondary alcohols at room temperature with palladium( II ) and sparteine in nonflammable solvents. Examination of the role of solvents capable of hydrogen bonding and their ability to solvate halide anions led to a novel set of conditions for the highly enantioselective oxidative kinetic resolution of secondary alcohols.