Literature DB >> 28449577

Cobalt-Catalyzed Asymmetric Hydroboration/Cyclization of 1,6-Enynes with Pinacolborane.

Songjie Yu1, Caizhi Wu1, Shaozhong Ge1.   

Abstract

We report a cobalt-catalyzed asymmetric hydroboration/cyclization of 1,6-enynes with catalysts generated from Co(acac)2 and chiral bisphosphine ligands and activated in situ by reaction with pinacolborane (HBpin). A variety of oxygen-, nitrogen-, and carbon-tethered 1,6-enynes underwent this asymmetric transformation, yielding both alkyl- and vinyl-substituted boronate esters containing chiral tetrahydrofuran, cyclopentane, and pyrrolidine moieties with high to excellent enantioselectivities (86%-99% ee).

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Year:  2017        PMID： 28449577     DOI： 10.1021/jacs.7b01708

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


  9 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.  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

3.  Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates.

Authors:  Natalia Cabrera-Lobera; M Teresa Quirós; William W Brennessel; Michael L Neidig; Elena Buñuel; Diego J Cárdenas
Journal:  Org Lett       Date:  2019-07-29       Impact factor: 6.005

4.  A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins.

Authors:  Souvagya Biswas; Mahesh M Parsutkar; Stanley M Jing; Vinayak V Pagar; James H Herbort; T V RajanBabu
Journal:  Acc Chem Res       Date:  2021-11-30       Impact factor: 22.384

5.  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

6.  Access to stereodefined (Z)-allylsilanes and (Z)-allylic alcohols via cobalt-catalyzed regioselective hydrosilylation of allenes.

Authors:  Chao Wang; Wei Jie Teo; Shaozhong Ge
Journal:  Nat Commun       Date:  2017-12-22       Impact factor: 14.919

7.  Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes.

Authors:  Hui Leng Sang; Songjie Yu; Shaozhong Ge
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

8.  Three-Component Coupling of Arenes, Ethylene, and Alkynes Catalyzed by a Cationic Bis(phosphine) Cobalt Complex: Intercepting Metallacyclopentenes for C-H Functionalization.

Authors:  William G Whitehurst; Junho Kim; Stefan G Koenig; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2022-03-04       Impact factor: 15.419

9.  Enantioselective Cobalt-Catalyzed Hydroboration of Fluoroalkyl-Substituted Alkenes to Access Chiral Fluoroalkylboronates.

Authors:  Ming Hu; Boon Beng Tan; Shaozhong Ge
Journal:  J Am Chem Soc       Date:  2022-08-11       Impact factor: 16.383
  9 in total

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