Literature DB >> 28209055

Pd(II)-Catalyzed Enantioselective C(sp3)-H Borylation.

Jian He1, Qian Shao1, Qingfeng Wu1, Jin-Quan Yu1.   

Abstract

Pd(II)-catalyzed enantioselective borylation of C(sp3)-H bonds has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands. This reaction is compatible with carbocyclic amides containing α-tertiary as well as α-quaternary carbon centers. The chiral β-borylated amides are useful synthons for the synthesis of chiral β-hydroxylated, β-fluorinated, and β-arylated carboxylic acids.

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Year:  2017        PMID: 28209055     DOI: 10.1021/jacs.6b13389

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


  22 in total

1.  Enantioselective Crossed Photocycloadditions of Styrenic Olefins by Lewis Acid Catalyzed Triplet Sensitization.

Authors:  Zachary D Miller; Byung Joo Lee; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-30       Impact factor: 15.336

2.  Enantioselective γ-C(sp3)-H Activation of Alkyl Amines via Pd(II)/Pd(0) Catalysis.

Authors:  Qian Shao; Qing-Feng Wu; Jian He; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2018-04-11       Impact factor: 15.419

3.  PdII -Catalyzed Enantioselective C(sp3 )-H Activation/Cross-Coupling Reactions of Free Carboxylic Acids.

Authors:  Liang Hu; Peng-Xiang Shen; Qian Shao; Kai Hong; Jennifer X Qiao; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-16       Impact factor: 15.336

4.  Enantioselective Borylation of Aromatic C-H Bonds with Chiral Dinitrogen Ligands.

Authors:  Bo Su; Tai-Gang Zhou; Pei-Lin Xu; Zhang-Jie Shi; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-16       Impact factor: 15.336

Review 5.  Complementary Strategies for Directed C(sp3 )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Authors:  John C K Chu; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-05       Impact factor: 15.336

6.  Distal γ-C(sp3 )-H Olefination of Ketone Derivatives and Free Carboxylic Acids.

Authors:  Han Seul Park; Zhoulong Fan; Ru-Yi Zhu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-05       Impact factor: 15.336

7.  Accessing 1,2-Substituted Cyclobutanes through 1,2-Azaborine Photoisomerization.

Authors:  Zachary X Giustra; Xinyu Yang; Min Chen; Holger F Bettinger; Shih-Yuan Liu
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-07       Impact factor: 15.336

8.  Enantioselective C-H Arylation and Vinylation of Cyclobutyl Carboxylic Amides.

Authors:  Qing-Feng Wu; Xiao-Bing Wang; Peng-Xiang Shen; Jin-Quan Yu
Journal:  ACS Catal       Date:  2018-02-05       Impact factor: 13.084

Review 9.  Enantioselective C(sp3)‒H bond activation by chiral transition metal catalysts.

Authors:  Tyler G Saint-Denis; Ru-Yi Zhu; Gang Chen; Qing-Feng Wu; Jin-Quan Yu
Journal:  Science       Date:  2018-02-16       Impact factor: 47.728

10.  Catalytic Carbo- and Aminoboration of Alkenyl Carbonyl Compounds via Five- and Six-Membered Palladacycles.

Authors:  Zhen Liu; Hui-Qi Ni; Tian Zeng; Keary M Engle
Journal:  J Am Chem Soc       Date:  2018-02-07       Impact factor: 15.419

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