Chemoselective Continuous Ru-Catalyzed Hydrogen-transfer Oppenauer-type Oxidation of Secondary Alcohols
Accepted version
Peer-reviewed
Repository URI
Repository DOI
Change log
Authors
Labes, Ricardo https://orcid.org/0000-0003-4001-0775
Battilocchio, Claudio https://orcid.org/0000-0002-4601-8527
Mateos, C
Cumming, GR
de Frutos, O
Abstract
A continuous flow method for the selective oxidation of secondary alcohols is reported. The method is based on an Oppenauer-type ruthenium-catalyzed hydrogen-transfer process that uses acetone as both solvent and oxidant. The process utilizes a low loading (1 mol%) of the commercially available ruthenium catalyst [Ru(p-cymene)Cl₂]₂and triethylamine as a base and can be successfully applied to a range of different substrates, with a good level of functional group tolerance.
Description
Keywords
3402 Inorganic Chemistry, 3405 Organic Chemistry, 34 Chemical Sciences
Journal Title
Organic Process Research and Development
Conference Name
Journal ISSN
1083-6160
1520-586X
1520-586X
Volume Title
21
Publisher
American Chemical Society
Publisher DOI
Sponsorship
Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
The authors are grateful to Eli Lilly & Co. (RL) and the EPSRC (SVL, grants EP/K009494/1, EP/M004120/1, and EP/K039520/1) for financial support. This work was supported by Eli Lilly & Co. through the Lilly Research Award Program (LRAP).