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Asymmetric reduction of electron-rich ketones with tethered ru(II)/TsDPEN catalysts using formic acid/triethylamine or aqueous sodium formate
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Soni, Rina, Hall, Thomas Howard, Mitchell, Benjamin P., Owen, Matthew R. and Wills, Martin (2015) Asymmetric reduction of electron-rich ketones with tethered ru(II)/TsDPEN catalysts using formic acid/triethylamine or aqueous sodium formate. The Journal of Organic Chemistry, 80 (13). pp. 6784-6793. doi:10.1021/acs.joc.5b00990 ISSN 0022-3263.
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Official URL: http://dx.doi.org/10.1021/acs.joc.5b00990
Abstract
The asymmetric transfer hydrogenation (ATH) of ketones under aqueous conditions using tethered Ru(II)/η6-arene/diamine catalysts is described, as is the ATH of electron-rich substrates containing amine and methoxy groups on the aromatic rings. Although such substrates are traditionally challenging ones for ATH, the tethered catalysts work very efficiently. In the case of amino-substituted ketones, aqueous conditions give excellent results; however, for methoxy-substituted substrates, the more established formic acid/triethylamine system gives superior results.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
Library of Congress Subject Headings (LCSH): | Reduction (Chemistry), Ruthenium catalysts, Ketones | ||||||||
Journal or Publication Title: | The Journal of Organic Chemistry | ||||||||
Publisher: | American Chemical Society | ||||||||
ISSN: | 0022-3263 | ||||||||
Official Date: | 23 June 2015 | ||||||||
Dates: |
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Volume: | 80 | ||||||||
Number: | 13 | ||||||||
Page Range: | pp. 6784-6793 | ||||||||
DOI: | 10.1021/acs.joc.5b00990 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||
Date of first compliant deposit: | 31 December 2015 | ||||||||
Date of first compliant Open Access: | 31 December 2015 | ||||||||
Funder: | Leverhulme Trust (LT), Engineering and Physical Sciences Research Council (EPSRC), University of Warwick | ||||||||
Grant number: | RPG-374 (LT) |
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