Literature DB >> 29116784

Ni-Catalyzed Enantioselective Conjunctive Coupling with C(sp3) Electrophiles: A Radical-Ionic Mechanistic Dichotomy.

Gabriel J Lovinger1, James P Morken1.   

Abstract

The catalytic enantioselective conjunctive coupling of C(sp3) electrophiles can be accomplished with Ni catalysis. The enantioselectivity of the reaction is dependent on reaction mechanism with many substrates able to engage in an asymmetric process with Pybox-Ni complexes, whereas other substrates provide racemic product mixtures. The link between substrate structure and selectivity is addressed.

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Year:  2017        PMID: 29116784      PMCID: PMC6598435          DOI: 10.1021/jacs.7b10519

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


  27 in total

1.  Catalytic Enantioselective Synthesis of anti-Vicinal Silylboronates by Conjunctive Cross-Coupling.

Authors:  Yan Meng; Ziyin Kong; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-19       Impact factor: 15.336

2.  Catalytic Conjunctive Coupling of Carboxylic Acid Derivatives with 9-BBN-Derived Ate Complexes.

Authors:  Chunyin Law; Yan Meng; Seung Moh Koo; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-04       Impact factor: 15.336

3.  Enantioselective Construction of Tertiary Boronic Esters by Conjunctive Cross-Coupling.

Authors:  Jesse A Myhill; Liang Zhang; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-29       Impact factor: 15.336

4.  Recent Advances in Radical Addition to Alkenylboron Compounds.

Authors:  Gabriel J Lovinger; James P Morken
Journal:  European J Org Chem       Date:  2019-11-21

5.  Enantioselective, Lewis Base-Catalyzed Carbosulfenylation of Alkenylboronates by 1,2-Boronate Migration.

Authors:  Zhonglin Tao; Kevin A Robb; Jesse L Panger; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2018-11-09       Impact factor: 15.419

6.  Vinylidenation of Organoboronic Esters Enabled by a Pd-Catalyzed Metallate Shift.

Authors:  Mark D Aparece; Chenpeng Gao; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2018-12-12       Impact factor: 15.336

7.  Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents.

Authors:  Matteo Chierchia; Peilin Xu; Gabriel J Lovinger; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-28       Impact factor: 15.336

8.  Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.

Authors:  Zhaobin Wang; Shoshana Bachman; Alexander S Dudnik; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-19       Impact factor: 15.336

9.  Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design.

Authors:  Jesse A Myhill; Christopher A Wilhelmsen; Liang Zhang; James P Morken
Journal:  J Am Chem Soc       Date:  2018-11-06       Impact factor: 15.419

10.  Diastereo- and Enantioselective 1,4-Difunctionalization of Borylenynes by Catalytic Conjunctive Cross-Coupling.

Authors:  Chunyin Law; Elton Kativhu; Johnny Wang; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-15       Impact factor: 15.336

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