Literature DB >> 28945414

Catalyst-Controlled Site-Selective Bond Activation.

John F Hartwig1.   

Abstract

One ultimate goal of synthetic chemistry is to install or manipulate any functional group at any position of a molecule. This Account discusses the potential and possible approaches to use catalysis to enable a reaction to occur at one of many C-H bonds or at one of several nearly identical functional groups.

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Year:  2017        PMID: 28945414      PMCID: PMC5697979          DOI: 10.1021/acs.accounts.6b00546

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  36 in total

1.  In search of peptide-based catalysts for asymmetric organic synthesis.

Authors:  Scott J Miller
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

2.  Site-selective derivatization and remodeling of erythromycin A by using simple peptide-based chiral catalysts.

Authors:  Chad A Lewis; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2006-08-25       Impact factor: 15.336

Review 3.  Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.

Authors:  Georgios C Vougioukalakis; Robert H Grubbs
Journal:  Chem Rev       Date:  2010-03-10       Impact factor: 60.622

4.  Regio- and stereoselectivity of P450-catalysed hydroxylation of steroids controlled by laboratory evolution.

Authors:  Sabrina Kille; Felipe E Zilly; Juan P Acevedo; Manfred T Reetz
Journal:  Nat Chem       Date:  2011-08-14       Impact factor: 24.427

5.  Expanding the toolbox of organic chemists: directed evolution of P450 monooxygenases as catalysts in regio- and stereoselective oxidative hydroxylation.

Authors:  Gheorghe-Doru Roiban; Manfred T Reetz
Journal:  Chem Commun (Camb)       Date:  2015-02-11       Impact factor: 6.222

6.  Directed evolution of cytochrome c for carbon-silicon bond formation: Bringing silicon to life.

Authors:  S B Jennifer Kan; Russell D Lewis; Kai Chen; Frances H Arnold
Journal:  Science       Date:  2016-11-25       Impact factor: 47.728

Review 7.  If C-H bonds could talk: selective C-H bond oxidation.

Authors:  Timothy Newhouse; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

8.  Enantioselective intramolecular C-H amination catalyzed by engineered cytochrome P450 enzymes in vitro and in vivo.

Authors:  John A McIntosh; Pedro S Coelho; Christopher C Farwell; Z Jane Wang; Jared C Lewis; Tristan R Brown; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-24       Impact factor: 15.336

9.  Asymmetric catalysis at a distance: catalytic, site-selective phosphorylation of teicoplanin.

Authors:  Sunkyu Han; Scott J Miller
Journal:  J Am Chem Soc       Date:  2013-08-07       Impact factor: 15.419

10.  An artificial metalloenzyme with the kinetics of native enzymes.

Authors:  P Dydio; H M Key; A Nazarenko; J Y-E Rha; V Seyedkazemi; D S Clark; J F Hartwig
Journal:  Science       Date:  2016-10-07       Impact factor: 47.728

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  29 in total

1.  Iridium-Catalyzed Silylation of Five-Membered Heteroarenes: High Sterically Derived Selectivity from a Pyridyl-Imidazoline Ligand.

Authors:  Caleb Karmel; Camille Z Rubel; Elena V Kharitonova; John F Hartwig
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2020-01-22

2.  Direct Vicinal Difunctionalization of Thiophenes Enabled by the Palladium/Norbornene Cooperative Catalysis.

Authors:  Renhe Li; Yun Zhou; Xiaolong Xu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2019-11-22       Impact factor: 15.419

Review 3.  Feedstock Reagents in Metal-Catalyzed Carbonyl Reductive Coupling: Minimizing Preactivation for Efficiency in Target-Oriented Synthesis.

Authors:  Rosalie S Doerksen; Cole C Meyer; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-26       Impact factor: 15.336

4.  Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

Authors:  James M Cabrera; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-24       Impact factor: 15.336

5.  Off-Cycle Processes in Pd-Catalyzed Cross-Coupling of Carboranes.

Authors:  Rafal M Dziedzic; Jonathan C Axtell; Arnold L Rheingold; Alexander M Spokoyny
Journal:  Org Process Res Dev       Date:  2019-08-05       Impact factor: 3.317

6.  Molecular Dynamics Simulations of a Conformationally Mobile Peptide-Based Catalyst for Atroposelective Bromination.

Authors:  Xin Cindy Yan; Anthony J Metrano; Michael J Robertson; Nadia C Abascal; Julian Tirado-Rives; Scott J Miller; William L Jorgensen
Journal:  ACS Catal       Date:  2018-09-13       Impact factor: 13.084

Review 7.  Understanding and Improving the Activity of Flavin-Dependent Halogenases via Random and Targeted Mutagenesis.

Authors:  Mary C Andorfer; Jared C Lewis
Journal:  Annu Rev Biochem       Date:  2018-03-28       Impact factor: 23.643

8.  From Pd(OAc)2 to Chiral Catalysts: The Discovery and Development of Bifunctional Mono-N-Protected Amino Acid Ligands for Diverse C-H Functionalization Reactions.

Authors:  Qian Shao; Kevin Wu; Zhe Zhuang; Shaoqun Qian; Jin-Quan Yu
Journal:  Acc Chem Res       Date:  2020-03-31       Impact factor: 22.384

9.  Site- and Stereoselective Chemical Editing of Thiostrepton by Rh-Catalyzed Conjugate Arylation: New Analogues and Collateral Enantioselective Synthesis of Amino Acids.

Authors:  Hanna M Key; Scott J Miller
Journal:  J Am Chem Soc       Date:  2017-10-20       Impact factor: 15.419

10.  Site-Selective Copper-Catalyzed Azidation of Benzylic C-H Bonds.

Authors:  Sung-Eun Suh; Si-Jie Chen; Mukunda Mandal; Ilia A Guzei; Christopher J Cramer; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2020-06-23       Impact factor: 15.419

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