Literature DB >> 23106266

Catalytic enantioselective O-nitrosocarbonyl aldol reaction of β-dicarbonyl compounds.

Mahiuddin Baidya1, Kimberly A Griffin, Hisashi Yamamoto.   

Abstract

The first example of a Cu-catalyzed asymmetric O-nitrosocarbonyl aldol reaction is described. This novel protocol allows convenient access to highly enantioenriched α-hydroxy-β-ketoesters including the antibacterial natural product kjellmanianone (up to 99% ee). MnO(2) was introduced as a mild efficient oxidant for the in situ generation of nitrosocarbonyl species from hydroxamic acid derivatives.

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Year:  2012        PMID: 23106266      PMCID: PMC3515642          DOI: 10.1021/ja309311z

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


  20 in total

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5.  Copper-catalyzed aerobic oxidation of hydroxamic acids leads to a mild and versatile acylnitroso ene reaction.

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Journal:  J Am Chem Soc       Date:  2011-06-16       Impact factor: 15.419

6.  Copper-catalyzed aerobic oxidation of N-substituted hydroxylamines: efficient and practical access to nitroso compounds.

Authors:  Charles P Frazier; Alejandro Bugarin; Jarred R Engelking; Javier Read de Alaniz
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Review 7.  The nitrosocarbonyl hetero-Diels-Alder reaction as a useful tool for organic syntheses.

Authors:  Brian S Bodnar; Marvin J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-21       Impact factor: 15.336

8.  The total synthesis of (plus or minus)-vindorosine.

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10.  The oxidation of some carcinogenic arylhydroxylamines to nitroso derivatives with manganese dioxide.

Authors:  E Brill
Journal:  Experientia       Date:  1974-07-15
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2.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

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3.  Continuous flow of nitroso Diels-Alder reaction.

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4.  Ten years of research in Chicago.

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7.  Organocatalytic asymmetric nitroso aldol reaction of α-substituted malonamates.

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8.  Iminoxyl radicals vs. tert-butylperoxyl radical in competitive oxidative C-O coupling with β-dicarbonyl compounds. Oxime ether formation prevails over Kharasch peroxidation.

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9.  Iron complexes of tetramine ligands catalyse allylic hydroxyamination via a nitroso-ene mechanism.

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10.  The inhibitory effect of some natural bioactive compounds against SARS-CoV-2 main protease: insights from molecular docking analysis and molecular dynamic simulation.

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  10 in total

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