Literature DB >> 23832830

Regio- and diastereoselective C-C coupling of α-olefins and styrenes to 3-hydroxy-2-oxindoles by Ru-catalyzed hydrohydroxyalkylation.

Eiji Yamaguchi1, Jeffrey Mowat, Tom Luong, Michael J Krische.   

Abstract

Entities:  

Keywords:  diastereoselectivity; homogeneous catalysis; hydrohydroxyalkylation; transfer hydrogenation; α-olefins

Mesh：

Substances：

Year:  2013        PMID： 23832830      PMCID： PMC3816539          DOI： 10.1002/anie.201303552

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


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  13 in total

1.  Direct amination of secondary alcohols using ammonia.

Authors:  Dennis Pingen; Christian Müller; Dieter Vogt
Journal:  Angew Chem Int Ed Engl       Date:  2010-10-25       Impact factor: 15.336

2.  Iridium-catalyzed C-C bond forming hydrogenation: direct regioselective reductive coupling of alkyl-substituted alkynes to activated ketones.

Authors:  Ming-Yu Ngai; Andriy Barchuk; Michael J Krische
Journal:  J Am Chem Soc       Date:  2007-01-17       Impact factor: 15.419

3.  Synthesis of α-amino acid amides: ruthenium-catalyzed amination of α-hydroxy amides.

Authors:  Min Zhang; Sebastian Imm; Sebastian Bähn; Helfried Neumann; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-10       Impact factor: 15.336

4.  Nickel-catalyzed coupling of alkenes, aldehydes, and silyl triflates.

Authors:  Sze-Sze Ng; Chun-Yu Ho; Timothy F Jamison
Journal:  J Am Chem Soc       Date:  2006-09-06       Impact factor: 15.419

5.  Application of ruthenium complexes of triazole-containing tridentate ligands to asymmetric transfer hydrogenation of ketones.

Authors:  Tarn C Johnson; William G Totty; Martin Wills
Journal:  Org Lett       Date:  2012-10-01       Impact factor: 6.005

6.  Simple alkenes as substitutes for organometallic reagents: nickel-catalyzed, intermolecular coupling of aldehydes, silyl triflates, and alpha olefins.

Authors:  Sze-Sze Ng; Timothy F Jamison
Journal:  J Am Chem Soc       Date:  2005-10-19       Impact factor: 15.419

7.  Unlocking Hydrogenation for C-C Bond Formation: A Brief Overview of Enantioselective Methods.

Authors:  Abbas Hassan; Michael J Krische
Journal:  Org Process Res Dev       Date:  2011-11-18       Impact factor: 3.317

8.  Ruthenium-catalyzed selective monoamination of vicinal diols.

Authors:  Sebastian Bähn; Annegret Tillack; Sebastian Imm; Kathleen Mevius; Dirk Michalik; Dirk Hollmann; Lorenz Neubert; Matthias Beller
Journal:  ChemSusChem       Date:  2009       Impact factor: 8.928

9.  Direct, redox-neutral prenylation and geranylation of secondary carbinol C-H bonds: C4-regioselectivity in ruthenium-catalyzed C-C couplings of dienes to α-hydroxy esters.

Authors:  Joyce C Leung; Laina M Geary; Te-Yu Chen; Jason R Zbieg; Michael J Krische
Journal:  J Am Chem Soc       Date:  2012-09-17       Impact factor: 15.419

10.  Regioselective ruthenium catalyzed hydrohydroxyalkylation of dienes with 3-hydroxy-2-oxindoles: prenylation, geranylation, and beyond.

Authors:  Te-Yu Chen; Michael J Krische
Journal:  Org Lett       Date:  2013-05-30       Impact factor: 6.005
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  13 in total

1.  Ruthenium(0) Catalyzed Endiyne-α-Ketol [4 + 2] Cycloaddition: Convergent Assembly of Type II Polyketide Substructures via C-C Bond Forming Transfer Hydrogenation.

Authors:  Aakarsh Saxena; Felix Perez; Michael J Krische
Journal:  J Am Chem Soc       Date:  2015-05-04       Impact factor: 15.419

2.  Osmium(0)-Catalyzed C-C Coupling of Ethylene and α-Olefins with Diols, Ketols, or Hydroxy Esters via Transfer Hydrogenation.

Authors:  Boyoung Y Park; Tom Luong; Hiroki Sato; Michael J Krische
Journal:  J Org Chem       Date:  2016-09-08       Impact factor: 4.354

Review 3.  Metal-catalyzed reductive coupling of olefin-derived nucleophiles: Reinventing carbonyl addition.

Authors:  Khoa D Nguyen; Boyoung Y Park; Tom Luong; Hiroki Sato; Victoria J Garza; Michael J Krische
Journal:  Science       Date:  2016-10-21       Impact factor: 47.728

4.  Branch-Selective Addition of Unactivated Olefins into Imines and Aldehydes.

Authors:  Jeishla L M Matos; Suhelen Vásquez-Céspedes; Jieyu Gu; Takuya Oguma; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2018-11-29       Impact factor: 15.419

Review 5.  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

6.  Redox-triggered C-C coupling of diols and alkynes: synthesis of β,γ-unsaturated α-hydroxyketones and furans by ruthenium-catalyzed hydrohydroxyalkylation.

Authors:  Emma L McInturff; Khoa D Nguyen; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-17       Impact factor: 15.336

7.  Ruthenium(0)-Catalyzed C-C Coupling of Alkynes and 3-Hydroxy-2-oxindoles: Direct C-H Vinylation of Alcohols.

Authors:  Tom Luong; Shujie Chen; Ke Qu; Emma L McInturff; Michael J Krische
Journal:  Org Lett       Date:  2017-02-06       Impact factor: 6.005

Review 8.  Ruthenium-Catalyzed Transfer Hydrogenation for C-C Bond Formation: Hydrohydroxyalkylation and Hydroaminoalkylation via Reactant Redox Pairs.

Authors:  Felix Perez; Susumu Oda; Laina M Geary; Michael J Krische
Journal:  Top Curr Chem (Cham)       Date:  2016-05-30

9.  Ring expansion of cyclic 1,2-diols to form medium sized rings via ruthenium catalyzed transfer hydrogenative [4+2] cycloaddition.

Authors:  Zachary A Kasun; Laina M Geary; Michael J Krische
Journal:  Chem Commun (Camb)       Date:  2014-07-18       Impact factor: 6.222

10.  From Hydrogenation to Transfer Hydrogenation to Hydrogen Auto-Transfer in Enantioselective Metal-Catalyzed Carbonyl Reductive Coupling: Past, Present, and Future.

Authors:  Catherine Gazolla Santana; Michael J Krische
Journal:  ACS Catal       Date:  2021-04-22       Impact factor: 13.084
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