Literature DB >> 24484424

Recent progress in asymmetric fluorination and trifluoromethylation reactions.

Vincent Bizet, Tatiana Besset, Jun-An Ma, Dominique Cahard1.   

Abstract

All domains of society are impacted by fluorine chemistry. In particular, fluorine plays a key role in medicinal, pharmaceutical and agrochemical sciences in which the synthesis and evaluation of molecules featuring one or more fluorine atoms is nowadays routine in every new discovery and development program. Since the beginning of this century, enantiopure fluorinated molecules are at the forefront of innovation of the tremendous achievements in fluorine chemistry. This review introduces the reader to the recent progress in asymmetric installation of one fluorine and a trifluoromethyl group via nucleophilic, electrophilic and radical diastereo- and enantioselective reactions.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24484424     DOI: 10.2174/1568026614666140202205531

Source DB:  PubMed          Journal:  Curr Top Med Chem        ISSN: 1568-0266            Impact factor:   3.295


  10 in total

1.  Gold-Catalyzed Hydrofluorination of Electron-Deficient Alkynes: Stereoselective Synthesis of β-Fluoro Michael Acceptors.

Authors:  Thomas J O'Connor; F Dean Toste
Journal:  ACS Catal       Date:  2018-06-04       Impact factor: 13.084

2.  Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Authors:  János T Csenki; Ádám Mészáros; Zsombor Gonda; Zoltán Novák
Journal:  Chemistry       Date:  2021-10-06       Impact factor: 5.020

3.  Biocatalytic trifluoromethylation of unprotected phenols.

Authors:  Robert C Simon; Eduardo Busto; Nina Richter; Verena Resch; Kendall N Houk; Wolfgang Kroutil
Journal:  Nat Commun       Date:  2016-11-11       Impact factor: 14.919

4.  Regioselective decarboxylative addition of malonic acid and its mono(thio)esters to 4-trifluoromethylpyrimidin-2(1H)-ones.

Authors:  Sergii V Melnykov; Andrii S Pataman; Yurii V Dmytriv; Svitlana V Shishkina; Mykhailo V Vovk; Volodymyr A Sukach
Journal:  Beilstein J Org Chem       Date:  2017-12-07       Impact factor: 2.883

5.  Reagent-controlled enantioselectivity switch for the asymmetric fluorination of β-ketocarbonyls by chiral primary amine catalysis.

Authors:  Yang'en You; Long Zhang; Sanzhong Luo
Journal:  Chem Sci       Date:  2016-08-26       Impact factor: 9.825

6.  Enantioselective fluorination of α-branched aldehydes and subsequent conversion to α-hydroxyacetals via stereospecific C-F bond cleavage.

Authors:  Kazutaka Shibatomi; Kazumasa Kitahara; Takuya Okimi; Yoshiyuki Abe; Seiji Iwasa
Journal:  Chem Sci       Date:  2015-11-16       Impact factor: 9.825

7.  Quaternary stereocentres via catalytic enantioconvergent nucleophilic substitution reactions of tertiary alkyl halides.

Authors:  Zhaobin Wang; Ze-Peng Yang; Gregory C Fu
Journal:  Nat Chem       Date:  2021-01-11       Impact factor: 24.427

Review 8.  Vicinal halo-trifluoromethylation of alkenes.

Authors:  Rzgar Tawfeeq Kareem; Bayan Azizi; Manzarbanou Asnaashariisfahani; Abdolghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

9.  Synthesis of Hydrofluoroolefin-Based Iodonium Reagent via Dyotropic Rearrangement and Its Utilization in Fluoroalkylation.

Authors:  János T Csenki; Balázs L Tóth; Ferenc Béke; Bálint Varga; Péter P Fehér; András Stirling; Zsuzsanna Czégény; Attila Bényei; Zoltán Novák
Journal:  Angew Chem Int Ed Engl       Date:  2022-08-09       Impact factor: 16.823

10.  Copper-Catalyzed Trifluoromethylation of Alkoxypyridine Derivatives.

Authors:  Nandor Gyorfi; Emese Farkas; Norbert Nemet; Csaba Weber; Zoltan Novak; Andras Kotschy
Journal:  Molecules       Date:  2020-10-16       Impact factor: 4.411

  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.