Literature DB >> 23597402

Enantioselective thiourea-catalyzed intramolecular cope-type hydroamination.

Adam R Brown1, Christopher Uyeda, Carolyn A Brotherton, Eric N Jacobsen.   

Abstract

n class="Chemical">Catalysis of pan> class="Chemical">Cope-type rearrangements of bis-homoallylic hydroxylamines is demonstrated using chiral thiourea derivatives. This formal intramolecular hydroamination reaction provides access to highly enantioenriched α-substituted pyrrolidine products and represents a complementary approach to metal-catalyzed methods.

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Year:  2013        PMID： 23597402      PMCID： PMC3689223          DOI： 10.1021/ja402893z

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


  51 in total

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7.  Asymmetric palladium-catalyzed carboamination reactions for the synthesis of enantiomerically enriched 2-(arylmethyl)- and 2-(alkenylmethyl)pyrrolidines.

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Journal:  J Am Chem Soc       Date:  2010-09-08       Impact factor: 15.419

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  25 in total

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Review 2.  The Cation-π Interaction in Small-Molecule Catalysis.

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Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

3.  Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes.

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4.  Enantioselective Catalysis of an Anionic Oxy-Cope Rearrangement Enabled by Synergistic Ion Binding.

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5.  Catalytic Asymmetric Synthesis of α-Arylpyrrolidines and Benzo-fused Nitrogen Heterocycles.

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6.  Enantioselective Aza-Sakurai Cyclizations: Dual Role of Thiourea as H-Bond Donor and Lewis Base.

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7.  3-Aryl-2,5-Dihydropyrroles via Catalytic Carbonyl-Olefin Metathesis.

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8.  Enantioconvergent cross-couplings of racemic alkylmetal reagents with unactivated secondary alkyl electrophiles: catalytic asymmetric Negishi α-alkylations of N-Boc-pyrrolidine.

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9.  Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.

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10.  Nucleophile-Assisted Alkene Activation: Olefins Alone Are Often Incompetent.

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Journal:  J Am Chem Soc       Date:  2016-06-22       Impact factor: 15.419
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