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Practical Aerobic Oxidations of Alcohols and Amines with Homogeneous Copper/TEMPO and Related Catalyst Systems
Author(s) -
Ryland Bradford L.,
Stahl Shan S.
Publication year - 2014
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.201403110
Subject(s) - chemoselectivity , homogeneous , catalysis , homogeneous catalysis , alcohol oxidation , copper , context (archaeology) , chemistry , organic chemistry , combinatorial chemistry , chemical engineering , engineering , paleontology , physics , biology , thermodynamics
Oxidations of alcohols and amines are common reactions in the synthesis of organic molecules in the laboratory and industry. Aerobic oxidation methods have long been sought for these transformations, but few practical methods exist that offer advantages over traditional oxidation methods. Recently developed homogeneous Cu/TEMPO (TEMPO=2,2,6,6‐tetramethylpiperidinyl‐ N ‐oxyl) and related catalyst systems appear to fill this void. The reactions exhibit high levels of chemoselectivity and broad functional‐group tolerance, and they often operate efficiently at room temperature with ambient air as the oxidant. These advances, together with their historical context and recent applications, are highlighted in this Minireview.