Literature DB >> 14746443

A new class of "tethered" ruthenium(II) catalyst for asymmetric transfer hydrogenation reactions.

Jérôme Hannedouche1, Guy J Clarkson, Martin Wills.   

Abstract

Ruthenium dimer 4 is converted directly to monomeric asymmetric transfer hydrogenation catalyst 2 under the conditions employed for ketone reduction. Using 0.25 mol % of either 4 or 0.5 mol % of 2 in formic acid/triethylamine, it is possible to achieve ketone reduction in quantitative conversion and with ee's as high as 98%. Complex 2 is a robust "single-reagent" catalyst which offers significant scope for modification toward specific substrates. The synthesis and applications of an analogous complex derived from (1R,2S)-norephedrine are also described.

Entities:  

Year:  2004        PMID: 14746443     DOI: 10.1021/ja0392768

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Enantioselective reduction of ketones and imines catalyzed by (CN-box)Re(V)-oxo complexes.

Authors:  Kristine A Nolin; Richard W Ahn; Yusuke Kobayashi; Joshua J Kennedy-Smith; F Dean Toste
Journal:  Chemistry       Date:  2010-08-16       Impact factor: 5.236

2.  Transfer Hydrogenation and Antiproliferative Activity of Tethered Half-Sandwich Organoruthenium Catalysts.

Authors:  Feng Chen; Isolda Romero-Canelón; Joan J Soldevila-Barreda; Ji-Inn Song; James P C Coverdale; Guy J Clarkson; Jana Kasparkova; Abraha Habtemariam; Martin Wills; Viktor Brabec; Peter J Sadler
Journal:  Organometallics       Date:  2018-04-23       Impact factor: 3.876

Review 3.  Opportunities offered by chiral η⁶-arene/N-arylsulfonyl-diamine-RuII catalysts in the asymmetric transfer hydrogenation of ketones and imines.

Authors:  Jiří Václavík; Petr Kačer; Marek Kuzma; Libor Cervený
Journal:  Molecules       Date:  2011-06-28       Impact factor: 4.411

4.  Tracking Reactions of Asymmetric Organo-Osmium Transfer Hydrogenation Catalysts in Cancer Cells.

Authors:  Elizabeth M Bolitho; James P C Coverdale; Hannah E Bridgewater; Guy J Clarkson; Paul D Quinn; Carlos Sanchez-Cano; Peter J Sadler
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-15       Impact factor: 15.336

5.  Primary trifluoroborate-iminiums enable facile access to chiral α-aminoboronic acids via Ru-catalyzed asymmetric hydrogenation and simple hydrolysis of the trifluoroborate moiety.

Authors:  Andrej Šterman; Izidor Sosič; Zdenko Časar
Journal:  Chem Sci       Date:  2022-01-26       Impact factor: 9.825

6.  One-pot synthesis of chiral alcohols from alkynes by CF3SO3H/ruthenium tandem catalysis.

Authors:  Huan Liu; Sensheng Liu; Haifeng Zhou; Qixing Liu; Chunqin Wang
Journal:  RSC Adv       Date:  2018-04-19       Impact factor: 4.036

  6 in total

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