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

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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
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of 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:	Date Event 23 June 2015 Published 12 June 2015 Accepted 2 May 2015 Submitted
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
Funder:	Leverhulme Trust (LT), Engineering and Physical Sciences Research Council (EPSRC), University of Warwick
Grant number:	RPG-374 (LT)

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