Literature DB >> 21866929

Gold(I)-catalyzed tandem cyclization-selective migration reaction of 1,3-dien-5-ynes: regioselective synthesis of highly substituted benzenes.

Patricia García-García1, Alberto Martínez, Ana M Sanjuán, Manuel A Fernández-Rodríguez, Roberto Sanz.   

Abstract

Highly substituted benzene derivatives have been easily prepared in a regioselective way from readily available 1,3-hexadien-5-ynes through a gold(I)-catalyzed tandem reaction. The process involves an initial cyclization followed by a selective Wagner-Meerwein shift in which the migration preference seems to be determined by the ability to stabilize a positive charge.
© 2011 American Chemical Society

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Year:  2011        PMID: 21866929     DOI: 10.1021/ol202129n

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


  3 in total

1.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

2.  Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes.

Authors:  Ana M Sanjuán; Alberto Martínez; Patricia García-García; Manuel A Fernández-Rodríguez; Roberto Sanz
Journal:  Beilstein J Org Chem       Date:  2013-10-29       Impact factor: 2.883

3.  Metal-Free Temperature-Controlled Regiodivergent Borylative Cyclizations of Enynes: BCl3 -Promoted Skeletal Rearrangement.

Authors:  Ana Milián; Manuel A Fernández-Rodríguez; Estíbaliz Merino; Juan J Vaquero; Patricia García-García
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-24       Impact factor: 16.823

  3 in total

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