Literature DB >> 15898773

A class of ruthenium(II) catalyst for asymmetric transfer hydrogenations of ketones.

Aidan M Hayes1, David J Morris, Guy J Clarkson, Martin Wills.   

Abstract

Ruthenium dimer 6 (readily available in two steps from TsDPEN) is converted directly to monomeric asymmetric transfer hydrogenation catalyst 3 in situ under the conditions employed for ketone reduction. Catalyst 3 is a significantly more active catalyst for this application than the untethered derivative, exhibits higher enantioselectivities across a range of substrates, and appears to be highly stable to the reaction conditions. It is active at loadings of as low as 0.01 mol %, and reductions at the 0.1 mol % level are complete within 20 min at 80 degrees C without significant loss of enantioselectivity.

Entities:  

Year:  2005        PMID: 15898773     DOI: 10.1021/ja051486s

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


  9 in total

1.  Synthesis and use of an asymmetric transfer hydrogenation catalyst based on iron(II) for the synthesis of enantioenriched alcohols and amines.

Authors:  Weiwei Zuo; Robert H Morris
Journal:  Nat Protoc       Date:  2015-01-08       Impact factor: 13.491

2.  Direct formation of tethered Ru(II) catalysts using arene exchange.

Authors:  Rina Soni; Katherine E Jolley; Guy J Clarkson; Martin Wills
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

3.  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

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

7.  Catalytic Stereoconvergent Synthesis of Homochiral β-CF3, β-SCF3, and β-OCF3 Benzylic Alcohols.

Authors:  Andrej Emanuel Cotman; Pavel A Dub; Maša Sterle; Matic Lozinšek; Jaka Dernovšek; Živa Zajec; Anamarija Zega; Tihomir Tomašič; Dominique Cahard
Journal:  ACS Org Inorg Au       Date:  2022-06-08

8.  Readily accessible sp3-rich cyclic hydrazine frameworks exploiting nitrogen fluxionality.

Authors:  Conor Dean; Sundaram Rajkumar; Stefan Roesner; Nessa Carson; Guy J Clarkson; Martin Wills; Matthew Jones; Michael Shipman
Journal:  Chem Sci       Date:  2020-01-02       Impact factor: 9.825

9.  Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR.

Authors:  Adam Rolt; Paul M O'Neill; T Jake Liang; Andrew V Stachulski
Journal:  RSC Adv       Date:  2019-12-05       Impact factor: 4.036

  9 in total

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