Literature DB >> 25325782

Cobalt-catalyzed enantioselective hydroboration of 1,1-disubstituted aryl alkenes.

Lei Zhang1, Ziqing Zuo, Xiaolong Wan, Zheng Huang.   

Abstract

We report the synthesis of cobalt complexes of novel iminopyridine-oxazoline (IPO) ligands and their application to the asymmetric hydroboration of 1,1-disubstituted aryl alkenes. The new catalysts afforded α-alkyl-β-pinacolatoboranes with exclusive regioselectivity in high yields with up to 99.5% ee. Furthermore, we have applied this method to an efficient synthesis of naproxen.

Entities:  

Year:  2014        PMID: 25325782     DOI: 10.1021/ja5093908

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


  26 in total

1.  Earth-Abundant Transition Metal Catalysts for Alkene Hydrosilylation and Hydroboration: Opportunities and Assessments.

Authors:  Jennifer V Obligacion; Paul J Chirik
Journal:  Nat Rev Chem       Date:  2018-04-27       Impact factor: 34.035

2.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

3.  Activation and discovery of earth-abundant metal catalysts using sodium tert-butoxide.

Authors:  Jamie H Docherty; Jingying Peng; Andrew P Dominey; Stephen P Thomas
Journal:  Nat Chem       Date:  2017-01-09       Impact factor: 24.427

4.  Cationic Co(I)-Intermediates for Hydrofunctionalization Reactions: Regio- and Enantioselective Cobalt-Catalyzed 1,2-Hydroboration of 1,3-Dienes.

Authors:  Krishnaja Duvvuri; Kendra R Dewese; Mahesh M Parsutkar; Stanley M Jing; Milauni M Mehta; Judith C Gallucci; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-04-25       Impact factor: 15.419

5.  Mechanism-based enhancement of scope and enantioselectivity for reactions involving a copper-substituted stereogenic carbon centre.

Authors:  Jaehee Lee; Suttipol Radomkit; Sebastian Torker; Juan Del Pozo; Amir H Hoveyda
Journal:  Nat Chem       Date:  2017-10-02       Impact factor: 24.427

6.  Ligand-Controlled Regiodivergent Enantioselective Rhodium-Catalyzed Alkene Hydroboration.

Authors:  Andrew J Bochat; Veronika M Shoba; James M Takacs
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-06       Impact factor: 15.336

7.  Enantioselective Synthesis of Trisubstituted Allenyl-B(pin) Compounds by Phosphine-Cu-Catalyzed 1,3-Enyne Hydroboration. Insights Regarding Stereochemical Integrity of Cu-Allenyl Intermediates.

Authors:  Youming Huang; Juan Del Pozo; Sebastian Torker; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2018-02-08       Impact factor: 15.419

8.  Synthesis of Chiral Tertiary Boronic Esters by Oxime-Directed Catalytic Asymmetric Hydroboration.

Authors:  Veronika M Shoba; Nathan C Thacker; Andrew J Bochat; James M Takacs
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-10       Impact factor: 15.336

9.  Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes.

Authors:  Caizhi Wu; Shaozhong Ge
Journal:  Chem Sci       Date:  2020-02-05       Impact factor: 9.825

10.  Nickel-catalyzed synthesis of 1,1-diborylalkanes from terminal alkenes.

Authors:  Lei Li; Tianjun Gong; Xi Lu; Bin Xiao; Yao Fu
Journal:  Nat Commun       Date:  2017-08-24       Impact factor: 14.919

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