Literature DB >> 29228463

Transition-Metal-Catalyzed Selective Functionalization of C(sp3 )-H Bonds in Natural Products.

Rashad R Karimov1, John F Hartwig1.   

Abstract

Direct functionalization of natural products is important for studying the structure-activity and structure-property relationships of these molecules. Recent advances in the transition-metal-catalyzed functionalization of C(sp3 )-H bonds, the most abundant yet inert bonds in natural products, have allowed natural product derivatives to be created selectively. Strategies to achieve such transformation are reviewed.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H bond functionalization; amination; catalysis; oxidation; regioselectivity

Mesh：

Substances：

Year:  2018        PMID： 29228463      PMCID： PMC7484946          DOI： 10.1002/anie.201710330

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


  32 in total

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Review 3.  The evolving role of natural products in drug discovery.

Authors:  Frank E Koehn; Guy T Carter
Journal:  Nat Rev Drug Discov       Date:  2005-03       Impact factor: 84.694

Review 4.  Natural products as starting points for the synthesis of complex and diverse compounds.

Authors:  Karen C Morrison; Paul J Hergenrother
Journal:  Nat Prod Rep       Date:  2014-01       Impact factor: 13.423

5.  Directed metal (oxo) aliphatic C-H hydroxylations: overriding substrate bias.

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7.  Evolution of C-H Bond Functionalization from Methane to Methodology.

Authors:  John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-12-15       Impact factor: 15.419

8.  Metal-catalysed azidation of tertiary C-H bonds suitable for late-stage functionalization.

Authors:  Ankit Sharma; John F Hartwig
Journal:  Nature       Date:  2015-01-29       Impact factor: 49.962

9.  Late Stage Azidation of Complex Molecules.

Authors:  Rashad R Karimov; Ankit Sharma; John F Hartwig
Journal:  ACS Cent Sci       Date:  2016-10-07       Impact factor: 14.553

Review 10.  Undirected, Homogeneous C-H Bond Functionalization: Challenges and Opportunities.

Authors:  John F Hartwig; Matthew A Larsen
Journal:  ACS Cent Sci       Date:  2016-05-02       Impact factor: 14.553
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  26 in total

1.  Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

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2.  Regioselective Alkylative Cross-Coupling of Remote Unactivated C(sp3)-H Bonds.

Authors:  Scott M Thullen; Sean M Treacy; Tomislav Rovis
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Journal:  Photochem Photobiol Sci       Date:  2021-11-16       Impact factor: 3.982

4.  Late-Stage Diversification: A Motivating Force in Organic Synthesis.

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5.  N-Hydroxybenzimidazole as a structurally modifiable platform for N-oxyl radicals for direct C-H functionalization reactions.

Authors:  Tomomi Yoshii; Saori Tsuzuki; Shunya Sakurai; Ryu Sakamoto; Julong Jiang; Miho Hatanaka; Akira Matsumoto; Keiji Maruoka
Journal:  Chem Sci       Date:  2020-05-18       Impact factor: 9.825

Review 6.  Aliphatic C-H Oxidations for Late-Stage Functionalization.

Authors:  M Christina White; Jinpeng Zhao
Journal:  J Am Chem Soc       Date:  2018-10-19       Impact factor: 15.419

Review 7.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

8.  Direct arylation of strong aliphatic C-H bonds.

Authors:  Ian B Perry; Thomas F Brewer; Patrick J Sarver; Danielle M Schultz; Daniel A DiRocco; David W C MacMillan
Journal:  Nature       Date:  2018-08-01       Impact factor: 49.962

9.  Modular, stereocontrolled Cβ-H/Cα-C activation of alkyl carboxylic acids.

Authors:  Ming Shang; Karla S Feu; Julien C Vantourout; Lisa M Barton; Heather L Osswald; Nobutaka Kato; Kerstin Gagaring; Case W McNamara; Gang Chen; Liang Hu; Shengyang Ni; Paula Fernández-Canelas; Miao Chen; Rohan R Merchant; Tian Qin; Stuart L Schreiber; Bruno Melillo; Jin-Quan Yu; Phil S Baran
Journal:  Proc Natl Acad Sci U S A       Date:  2019-04-17       Impact factor: 11.205

Review 10.  When metal-catalyzed C-H functionalization meets visible-light photocatalysis.

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