Literature DB >> 12790553

Novel lactonization with phenonium ion participation induced by hypervalent iodine reagents.

Amanda C Boye1, Dominik Meyer, Crystal K Ingison, Andrew N French, Thomas Wirth.   

Abstract

[reaction: see text] A novel lactonization of 4-aryl-4-pentenoic acids is described using aryl-lambda(3)-iodanes as reagents for this transformation. The hypervalent iodine species acts as a hypernucleofuge, generating intermediate phenonium ions, which react to aryl-migrated lactones.

Entities:  

Year:  2003        PMID： 12790553     DOI： 10.1021/ol034616f

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

2.  Asymmetric oxidative dearomatizations promoted by hypervalent iodine(III) reagents: an opportunity for rational catalyst design?

Authors:  Andrew M Harned
Journal:  Tetrahedron Lett       Date:  2014-08-20       Impact factor: 2.415

3.  Mild silver-mediated geminal difluorination of styrenes using an air- and moisture-stable fluoroiodane reagent.

Authors:  Nadia O Ilchenko; Boris O A Tasch; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-21       Impact factor: 15.336

4.  Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination.

Authors:  Bruna S Martins; Daniel Kaiser; Adriano Bauer; Irmgard Tiefenbrunner; Nuno Maulide
Journal:  Org Lett       Date:  2021-02-26       Impact factor: 6.005

5.  Facile oxidative rearrangements using hypervalent iodine reagents.

Authors:  Fateh V Singh; Julia Rehbein; Thomas Wirth
Journal:  ChemistryOpen       Date:  2012-11-06       Impact factor: 2.911

6.  Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents.

Authors:  Michael Brown; Ravi Kumar; Julia Rehbein; Thomas Wirth
Journal:  Chemistry       Date:  2016-01-21       Impact factor: 5.236

7.  Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions.

Authors:  Stefan Haubenreisser; Thorsten H Wöste; Claudio Martínez; Kazuaki Ishihara; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-24       Impact factor: 15.336
  7 in total

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