Literature DB >> 22318431

Asymmetric homogeneous hydrogenations at scale.

David J Ager1, André H M de Vries, Johannes G de Vries.   

Abstract

Asymmetric hydrogenations are increasingly being used to introduce stereogenic centres into products used in the life sciences industries. There are a number of potential pitfalls when moving from a laboratory reaction to a manufacturing process, not least of which is safety. Time-to-market pressure leads to short development times, which in the past could be a large barrier for the implementation of catalytic steps; now there are new ways to minimise this problem. The potential problems associated with impurities and other methods that can shut down the hydrogenation reactions are highlighted in this critical review (353 references). This journal is © The Royal Society of Chemistry 2012

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Year:  2012        PMID: 22318431     DOI: 10.1039/c2cs15312b

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  16 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.  Electro- and Solar-Driven Fuel Synthesis with First Row Transition Metal Complexes.

Authors:  Kristian E Dalle; Julien Warnan; Jane J Leung; Bertrand Reuillard; Isabell S Karmel; Erwin Reisner
Journal:  Chem Rev       Date:  2019-02-15       Impact factor: 60.622

3.  A unified machine-learning protocol for asymmetric catalysis as a proof of concept demonstration using asymmetric hydrogenation.

Authors:  Sukriti Singh; Monika Pareek; Avtar Changotra; Sayan Banerjee; Bangaru Bhaskararao; P Balamurugan; Raghavan B Sunoj
Journal:  Proc Natl Acad Sci U S A       Date:  2020-01-08       Impact factor: 11.205

4.  Synthesis and resolution of the biaryl-like diphosphine (S)-Me2-CATPHOS, preparation of a derived rhodium precatalyst and applications in asymmetric hydrogenation.

Authors:  Simon Doherty; Catherine H Smyth
Journal:  Nat Protoc       Date:  2012-09-20       Impact factor: 13.491

5.  Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

Authors:  Patrick D Parker; Xintong Hou; Vy M Dong
Journal:  J Am Chem Soc       Date:  2021-04-23       Impact factor: 16.383

6.  Application of a High-Throughput Enantiomeric Excess Optical Assay Involving a Dynamic Covalent Assembly: Parallel Asymmetric Allylation and Ee Sensing of Homoallylic Alcohols.

Authors:  H H Jo; X Gao; L You; E V Anslyn; M J Krische
Journal:  Chem Sci       Date:  2015-07-13       Impact factor: 9.825

7.  Rational Optimization of Supramolecular Catalysts for the Rhodium-Catalyzed Asymmetric Hydrogenation Reaction.

Authors:  Julien Daubignard; Remko J Detz; Anne C H Jans; Bas de Bruin; Joost N H Reek
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-12       Impact factor: 15.336

8.  Dual cobalt-copper light-driven catalytic reduction of aldehydes and aromatic ketones in aqueous media.

Authors:  Arnau Call; Carla Casadevall; Ferran Acuña-Parés; Alicia Casitas; Julio Lloret-Fillol
Journal:  Chem Sci       Date:  2017-06-01       Impact factor: 9.825

9.  From Hydrogenation to Transfer Hydrogenation to Hydrogen Auto-Transfer in Enantioselective Metal-Catalyzed Carbonyl Reductive Coupling: Past, Present, and Future.

Authors:  Catherine Gazolla Santana; Michael J Krische
Journal:  ACS Catal       Date:  2021-04-22       Impact factor: 13.084

10.  Organocatalytic and enantioselective Michael reaction between α-nitroesters and nitroalkenes. Syn/anti-selectivity control using catalysts with the same absolute backbone chirality.

Authors:  Jose I Martínez; Uxue Uria; Maria Muñiz; Efraím Reyes; Luisa Carrillo; Jose L Vicario
Journal:  Beilstein J Org Chem       Date:  2015-12-14       Impact factor: 2.883

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