Literature DB >> 15984841

Synthesis of the azaphilones using copper-mediated enantioselective oxidative dearomatization.

Jianglong Zhu1, Nicholas P Grigoriadis, Jonathan P Lee, John A Porco.   

Abstract

An approach to the asymmetric synthesis of the azaphilone natural products is reported involving copper-mediated enantioselective oxidative dearomatization of o-alkynylbenzaldehydes. The approach was successfully applied to the synthesis of (-)-S-15183a and several unnatural azaphilones.

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Year:  2005        PMID： 15984841     DOI： 10.1021/ja052049g

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


  27 in total

1.  Shaping Molecular Landscapes: Recent Advances, Opportunities, and Challenges in Dearomatization.

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2.  Total synthesis, stereochemical reassignment, and absolute configuration of chlorofusin.

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Review 3.  Aerobic copper-catalyzed organic reactions.

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4.  Hydroxyl Radical-Coupled Electron-Transfer Mechanism of Flavin-Dependent Hydroxylases.

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5.  Stereodivergent, Chemoenzymatic Synthesis of Azaphilone Natural Products.

Authors:  Joshua B Pyser; Summer A Baker Dockrey; Attabey Rodríguez Benítez; Leo A Joyce; Ren A Wiscons; Janet L Smith; Alison R H Narayan
Journal:  J Am Chem Soc       Date:  2019-11-06       Impact factor: 15.419

6.  Selective Oxidation of Exogenous Substrates by a Bis-Cu(III) Bis-Oxide Complex: Mechanism and Scope.

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7.  Synthetic utility of one-pot chemoenzymatic reaction sequences.

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Journal:  Synlett       Date:  2019-06-06       Impact factor: 2.454

8.  Photocatalytic Oxidative Dearomatization of Orcinaldehyde Derivatives.

Authors:  Summer A Baker Dockrey; Alison R H Narayan
Journal:  Org Lett       Date:  2020-04-15       Impact factor: 6.005

9.  Asymmetric oxidation of o-alkylphenols with chiral 2-(o-iodoxyphenyl)-oxazolines.

Authors:  Jagadish K Boppisetti; Vladimir B Birman
Journal:  Org Lett       Date:  2009-03-19       Impact factor: 6.005

10.  Whole-cell biocatalysis platform for gram-scale oxidative dearomatization of phenols.

Authors:  Summer A Baker Dockrey; Tyler J Doyon; Jonathan C Perkins; Alison R H Narayan
Journal:  Chem Biol Drug Des       Date:  2018-11-28       Impact factor: 2.817
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