Literature DB >> 27001134

Stereoarrayed CF3 -Substituted 1,3-Diols by Dynamic Kinetic Resolution: Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation.

Andrej Emanuel Cotman1,2, Dominique Cahard3, Barbara Mohar4.   

Abstract

CF3 -substituted 1,3-diols were stereoselectively prepared in excellent enantiopurity and high yield from CF3 -substituted diketones by using an ansa-ruthenium(II)-catalyzed asymmetric transfer hydrogenation in formic acid/triethylamine. The intermediate mono-reduced alcohol was also obtained in very high enantiopurity by applying milder reaction conditions. In particular, CF3 C(O)-substituted benzofused cyclic ketones underwent either a single or a double dynamic kinetic resolution during their reduction.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; asymmetric catalysis; enantioselectivity; kinetic resolution; ruthenium

Year:  2016        PMID: 27001134     DOI: 10.1002/anie.201600812

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

1.  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

2.  trans-Diastereoselective Ru(II)-Catalyzed Asymmetric Transfer Hydrogenation of α-Acetamido Benzocyclic Ketones via Dynamic Kinetic Resolution.

Authors:  Andrej Emanuel Cotman; Matic Lozinšek; Baifan Wang; Michel Stephan; Barbara Mohar
Journal:  Org Lett       Date:  2019-05-06       Impact factor: 6.005

3.  Development of copper-catalyzed enantioselective decarboxylative aldolization for the preparation of perfluorinated 1,3,5-triols featuring supramolecular recognition properties.

Authors:  Céline Sperandio; Jean Rodriguez; Adrien Quintard
Journal:  Chem Sci       Date:  2019-12-27       Impact factor: 9.825

  3 in total

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