Literature DB >> 28704053

Cobalt Catalysis for Enantioselective Cyclobutanone Construction.

Daniel K Kim1, Jan Riedel1, Raphael S Kim1, Vy M Dong1.   

Abstract

Over the past 40 years, intramolecular hydroacylation has favored five-membered rings, in preference to four membered rings. Herein, we report a catalyst derived from earth-abundant cobalt that enables preparation of cyclobutanones, with excellent regio-, diastereo-, and enantiocontrol, under mild conditions (2 mol % catalyst loading and as low as 50 °C).

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Year:  2017        PMID： 28704053      PMCID： PMC6824591          DOI： 10.1021/jacs.7b05327

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


  34 in total

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Authors:  Jordan M Hoyt; Valerie A Schmidt; Aaron M Tondreau; Paul J Chirik
Journal:  Science       Date:  2015-08-28       Impact factor: 47.728

2.  The atom economy--a search for synthetic efficiency.

Authors:  B M Trost
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3.  Intermolecular reaction screening as a tool for reaction evaluation.

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4.  Enantioselective Synthesis of Spirocyclohexadienones by NHC-Catalyzed Formal [3+3] Annulation Reaction of Enals.

Authors:  Santhivardhana Reddy Yetra; Santigopal Mondal; Subrata Mukherjee; Rajesh G Gonnade; Akkattu T Biju
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5.  Cross [2 + 2] cycloaddition of bicyclic alkenes with alkynes mediated by cobalt complexes: a facile synthesis of cyclobutene derivatives.

Authors:  K C Chao; D K Rayabarapu; C C Wang; C H Cheng
Journal:  J Org Chem       Date:  2001-12-28       Impact factor: 4.354

6.  Cyclobutanes in catalysis.

Authors:  Tobias Seiser; Tanguy Saget; Duc N Tran; Nicolai Cramer
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-26       Impact factor: 15.336

7.  Organic chemistry. Rh-catalyzed C-C bond cleavage by transfer hydroformylation.

Authors:  Stephen K Murphy; Jung-Woo Park; Faben A Cruz; Vy M Dong
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8.  Catalytic enantioselective synthesis of quaternary carbon stereocentres.

Authors:  Kyle W Quasdorf; Larry E Overman
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9.  Cobalt precursors for high-throughput discovery of base metal asymmetric alkene hydrogenation catalysts.

Authors:  Max R Friedfeld; Michael Shevlin; Jordan M Hoyt; Shane W Krska; Matthew T Tudge; Paul J Chirik
Journal:  Science       Date:  2013-11-29       Impact factor: 47.728

10.  Bis(phosphine)cobalt dialkyl complexes for directed catalytic alkene hydrogenation.

Authors:  Max R Friedfeld; Grant W Margulieux; Brian A Schaefer; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2014-09-10       Impact factor: 15.419
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  11 in total

1.  Enabling Two-Electron Pathways with Iron and Cobalt: From Ligand Design to Catalytic Applications.

Authors:  Rebeca Arevalo; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2019-05-28       Impact factor: 15.419

2.  Catalytic Enantioselective Synthesis of Cyclobutenes from Alkynes and Alkenyl Derivatives.

Authors:  Mahesh M Parsutkar; Vinayak Vishnu Pagar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-09-12       Impact factor: 15.419

3.  Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes.

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Journal:  Science       Date:  2018-07-06       Impact factor: 47.728

4.  A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins.

Authors:  Souvagya Biswas; Mahesh M Parsutkar; Stanley M Jing; Vinayak V Pagar; James H Herbort; T V RajanBabu
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5.  Activator-free single-component Co(I)-catalysts for regio- and enantioselective heterodimerization and hydroacylation reactions of 1,3-dienes. New reduction procedures for synthesis of [L]Co(I)-complexes and comparison to in situ generated catalysts.

Authors:  Mahesh M Parsutkar; Curtis E Moore; T V RajanBabu
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6.  Enantioselective Hydrothiolation: Diverging Cyclopropenes through Ligand Control.

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Review 7.  Teaching Aldehydes New Tricks Using Rhodium- and Cobalt-Hydride Catalysis.

Authors:  Ryan T Davison; Erin L Kuker; Vy M Dong
Journal:  Acc Chem Res       Date:  2021-02-03       Impact factor: 22.384

8.  Ligand Substitution and Electronic Structure Studies of Bis(phosphine)Cobalt Cyclooctadiene Precatalysts for Alkene Hydrogenation.

Authors:  Hongyu Zhong; Megan Mohadjer Beromi; Paul J Chirik
Journal:  Can J Chem       Date:  2020-09-28       Impact factor: 1.118

9.  New Catalytic Radical Process Involving 1,4-Hydrogen Atom Abstraction: Asymmetric Construction of Cyclobutanones.

Authors:  Jingjing Xie; Pan Xu; Yiling Zhu; Jingyi Wang; Wan-Chen Cindy Lee; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2021-07-22       Impact factor: 16.383

10.  α- and β-Functionalized Ketones from 1,3-Dienes and Aldehydes: Control of Regio- and Enantioselectivity in Hydroacylation of 1,3-Dienes.

Authors:  Mahesh M Parsutkar; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2021-08-05       Impact factor: 15.419
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