Literature DB >> 20936667

Carbocations or cyclopropyl gold carbenes in cyclizations of enynes.

Patricia Pérez-Galán1, Nolwenn J A Martin, Araceli G Campaña, Diego J Cárdenas, Antonio M Echavarren.   

Abstract

Theoretical and experimental studies on the gold(I)-catalyzed formal [4+2] cycloaddition of dienynes are consistent with a mechanism that proceeds by means of cyclopropyl gold(I) carbenes instead of simple carbocations. This work shows that homoallylic stabilization is significant even for systems in which the tertiary carbocation is stabilized by two methyl groups.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2010        PMID： 20936667     DOI： 10.1002/asia.201000557

Source DB:  PubMed          Journal:  Chem Asian J        ISSN： 1861-471X


  7 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-catalyzed rearrangements and beyond.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Acc Chem Res       Date:  2013-10-31       Impact factor: 22.384

3.  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

4.  Intriguing mechanistic labyrinths in gold(I) catalysis.

Authors:  Carla Obradors; Antonio M Echavarren
Journal:  Chem Commun (Camb)       Date:  2014-01-04       Impact factor: 6.222

5.  Gold carbene or carbenoid: is there a difference?

Authors:  Yahui Wang; Michael E Muratore; Antonio M Echavarren
Journal:  Chemistry       Date:  2015-03-18       Impact factor: 5.236

6.  A ligand-directed divergent catalytic approach to establish structural and functional scaffold diversity.

Authors:  Yen-Chun Lee; Sumersing Patil; Christopher Golz; Carsten Strohmann; Slava Ziegler; Kamal Kumar; Herbert Waldmann
Journal:  Nat Commun       Date:  2017-02-14       Impact factor: 14.919

7.  Gold(I)-catalyzed domino cyclization for the synthesis of polyaromatic heterocycles.

Authors:  Mathieu Morin; Patrick Levesque; Louis Barriault
Journal:  Beilstein J Org Chem       Date:  2013-11-22       Impact factor: 2.883
  7 in total

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