Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Ster...

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Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems
Janelle E. Steves and Shannon S. Stahl*
*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States, Email: stahl

chem.wisc.edu

J. E. Steves, S. S. Stahl, J. Am. Chem. Soc., 2013, 135, 15742-15745.

DOI: 10.1021/ja409241h (free Supporting Information)

Abstract
Cu/TEMPO catalyst systems show reduced reactivity in aerobic oxidation of aliphatic and secondary alcohols. A catalyst system consisting of ( MeObpy)CuOTf and ABNO mediates aerobic oxidation of
primary, secondary allylic, benzylic, and aliphatic alcohols with nearly equal efficiency. The catalyst exhibits broad functional group compatibility, and most reactions are complete within 1 h at room
temperature using ambient air as oxidant.

see article for more examples

Highly Practical Copper(I)/TEMPO Catalyst System for Chemoselective Aerobic Oxidation of Primary Alcohols
J. M. Hoover, S. S. Stahl, J. Am. Chem. Soc., 2011, 133, 16901-16910.
Key Words
aldehydes, ketones, 9-Azabicyclo[3.3.1]nonane N-Oxyl, oxygen
ID: J48-Y2013

26-Apr-16 09:40