Concepedia

<i>cis</i>‐Selective Single‐Cleavage Skeletal Rearrangement of 1,6‐Enynes Reveals the Multifaceted Character of the Intermediates in Metal‐Catalyzed Cycloisomerizations

Eloísa Jiménez‐Núñez, Christelle K. Claverie, Christophe Bour, Diego J. Cárdenas, Antonio M. Echavarren

Angewandte Chemie International Edition · 2008 · 103 citations · 51 references

DOI

Concepts

Abstract

A skeleton in the closet: The unprecedented title rearrangement of 1,6-enynes has been observed with gold and platinum catalysts (see scheme, [M]=metal catalyst, Z=C(CO2Me)2, R=electron-donating group). This reaction is proposed to proceed through an open carbocationic species.

References

51

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Alois Fürstner, Paul Davies · Angewandte Chemie International Edition · 2007 · 2.3K citations

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Cycloisomerization of 1,<i>n</i>‐Enynes: Challenging Metal‐Catalyzed Rearrangements and Mechanistic Insights

Véronique Michelet, Patrick Y. Toullec, Jean‐Pierre Genêt · Angewandte Chemie International Edition · 2008 · 977 citations

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Gold and Platinum Catalysis of Enyne Cycloisomerization

Liming Zhang, Jianwei Sun, Sergey A. Kozmin · Advanced Synthesis & Catalysis · 2006 · 885 citations

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Cationic Gold(<scp>I</scp>) Complexes: Highly Alkynophilic Catalysts for the <i>exo</i>‐ and <i>endo</i>‐Cyclization of Enynes

Cristina Nieto‐Oberhuber, María Paz Muñoz, Elena Buñuel et al. · Angewandte Chemie International Edition · 2004 · 582 citations

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Intramolecular [4 + 2] Cycloadditions of 1,3-Enynes or Arylalkynes with Alkenes with Highly Reactive Cationic Phosphine Au(I) Complexes

Cristina Nieto‐Oberhuber, Salomé López, Antonio M. Echavarren · Journal of the American Chemical Society · 2005 · 561 citations

, , +11