Literature DB >> 23132556

Rhodium-catalysed asymmetric hydrogenation as a valuable synthetic tool for the preparation of chiral drugs.

Pablo Etayo1, Anton Vidal-Ferran.   

Abstract

During the last few decades, rhodium-catalysed asymmetric hydrogenation of diverse alkene classes has emerged as a powerful synthetic tool in the pharmaceutical industry, contributing to the manufacturing of chiral drugs, recent drug candidates for clinical trials, and major synthetic precursors of drugs. Numerous efficient chiral rhodium complexes, most of which are derived from enantiopure phosphorus ligands, have been employed for the preparation of chiral drugs and intermediates thereof. This review article is intended to provide an updated overview of the most striking contributions in this field, organised according to substrate class: acrylate derivatives, itaconate derivatives, α-substituted enamides, α-arylenol acetates, and minimally functionalised olefins.

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Year:  2013        PMID: 23132556     DOI: 10.1039/c2cs35410a

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


  26 in total

Review 1.  Dehydroamino acids: chemical multi-tools for late-stage diversification.

Authors:  Jonathan W Bogart; Albert A Bowers
Journal:  Org Biomol Chem       Date:  2019-04-10       Impact factor: 3.876

2.  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

3.  Enantioselective β-Protonation by a Cooperative Catalysis Strategy.

Authors:  Michael H Wang; Daniel T Cohen; C Benjamin Schwamb; Rama K Mishra; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2015-05-04       Impact factor: 15.419

4.  Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhao Wu; Nina Fatuzzo; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2020-02-03       Impact factor: 15.419

5.  Facile Fabrication of Hierarchically Porous Boronic Acid Group-Functionalized Monoliths With Optical Activity for Recognizing Glucose With Different Conformation.

Authors:  Yan Wang; Luwei Zhang; Yu-I Hsu; Taka-Aki Asoh; Hiroshi Uyama
Journal:  Front Chem       Date:  2022-06-08       Impact factor: 5.545

6.  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

7.  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

8.  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

9.  Highly Selective Hydrogenation of C═C Bonds Catalyzed by a Rhodium Hydride.

Authors:  Yiting Gu; Jack R Norton; Farbod Salahi; Vladislav G Lisnyak; Zhiyao Zhou; Scott A Snyder
Journal:  J Am Chem Soc       Date:  2021-06-18       Impact factor: 16.383

10.  Highly Enantioselective Iridium-Catalyzed Hydrogenation of Cyclic Enamides.

Authors:  Ernest Salomó; Sílvia Orgué; Antoni Riera; Xavier Verdaguer
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-17       Impact factor: 15.336

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