Literature DB >> 23824625

Palladium-catalyzed asymmetric construction of vicinal all-carbon quaternary stereocenters and its application to the synthesis of cyclotryptamine alkaloids.

Barry M Trost1, Maksim Osipov.   

Abstract

Entities:  

Keywords:  alkaloids; allylic alkylation; asymmetric catalysis; palladium; quaternary stereocenters

Mesh:

Substances:

Year:  2013        PMID: 23824625      PMCID: PMC3825681          DOI: 10.1002/anie.201302805

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


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  30 in total

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2.  Enantioselective Construction of Quaternary Stereocenters.

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3.  General approach to epipolythiodiketopiperazine alkaloids: total synthesis of (+)-chaetocins A and C and (+)-12,12'-dideoxychetracin A.

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4.  Predicting the stereochemistry of diphenylphosphino benzoic acid (DPPBA)-based palladium-catalyzed asymmetric allylic alkylation reactions: a working model.

Authors:  Barry M Trost; Michelle R Machacek; Aaron Aponick
Journal:  Acc Chem Res       Date:  2006-10       Impact factor: 22.384

5.  Total synthesis of (+)-chaetocin and its analogues: their histone methyltransferase G9a inhibitory activity.

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Journal:  J Am Chem Soc       Date:  2010-03-31       Impact factor: 15.419

6.  Structure, bioactivity and synthesis of natural products with hexahydropyrrolo[2,3-b]indole.

Authors:  Pau Ruiz-Sanchis; Svetlana A Savina; Fernando Albericio; Mercedes Álvarez
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7.  Acylideneoxoindoles: a new class of reversible inhibitors of human transglutaminase 2.

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8.  Palladium-catalyzed asymmetric allylic alkylation of 2-acylimidazoles as ester enolate equivalents.

Authors:  Barry M Trost; Konrad Lehr; David J Michaelis; Jiayi Xu; Andreas K Buckl
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

9.  Total synthesis of (+)-11,11'-dideoxyverticillin A.

Authors:  Justin Kim; James A Ashenhurst; Mohammad Movassaghi
Journal:  Science       Date:  2009-04-10       Impact factor: 47.728

10.  Highly enantio- and diastereoselective generation of two quaternary centers in spirocyclopropanation of oxindole derivatives.

Authors:  Artur Noole; Natalia S Sucman; Mikhail A Kabeshov; Tõnis Kanger; Fliur Z Macaev; Andrei V Malkov
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  12 in total

1.  Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and N-Heterocycles.

Authors:  Ciarán C Lynch; Kaluvu Balaraman; Christian Wolf
Journal:  Org Lett       Date:  2020-04-07       Impact factor: 6.005

2.  Stereochemical evaluation of bis(phosphine) copper catalysts for the asymmetric alkylation of 3-bromooxindoles with α-arylated malonate esters.

Authors:  Chung Whan Lee; Seo-Jung Han; Scott C Virgil; Brian M Stoltz
Journal:  Tetrahedron       Date:  2015-06-03       Impact factor: 2.457

3.  Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles.

Authors:  Kaluvu Balaraman; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-27       Impact factor: 15.336

4.  Enantioselective Synthesis of Vicinal All-Carbon Quaternary Centers via Iridium-Catalyzed Allylic Alkylation.

Authors:  J Caleb Hethcox; Samantha E Shockley; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-11       Impact factor: 15.336

5.  Congested C-C bonds by Pd-catalyzed enantioselective allyl-allyl cross-coupling, a mechanism-guided solution.

Authors:  Michael J Ardolino; James P Morken
Journal:  J Am Chem Soc       Date:  2014-04-29       Impact factor: 15.419

6.  Metal Catalyzed Allylic Alkylation: Its Development in the Trost Laboratories.

Authors:  Barry M Trost
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

7.  Ligand-enabled multiple absolute stereocontrol in metal-catalysed cycloaddition for construction of contiguous all-carbon quaternary stereocentres.

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8.  Total Synthesis of Dimeric HPI Alkaloids.

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9.  Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp(2) C-H and sp(3) C-H bonds.

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Review 10.  Catalytic enantioselective construction of vicinal quaternary carbon stereocenters.

Authors:  Feng Zhou; Lei Zhu; Bo-Wen Pan; Yang Shi; Yun-Lin Liu; Jian Zhou
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

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