Concepedia

Gold(I)-Catalyzed Stereoselective Olefin Cyclopropanation

Magnus J. Johansson, David J. Gorin, Steven T. Staben, F. Dean Toste

Journal of the American Chemical Society · 2005 · 528 citations · 22 references

DOI

Concepts

Abstract

A triphenylphosphinegold(I)-catalyzed cyclopropanation of olefins using propargyl esters as gold(I)-carbene precursors is reported. This reaction provided the basis for the use of a DTBM-SEGPHOS gold(I) complex as a catalyst in the enantioselective (up to 94% ee) preparation of vinyl cyclopropanes with high cis-selectivity.

References

22

Catalytic asymmetric synthesis

Choice Reviews Online · 2001 · 2.7K citations

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Cationic Gold(I) Complexes: Highly Efficient Catalysts for the Addition of Alcohols to Alkynes

J. Henrique Teles, Stefan Brode, Mathieu Chabanas · Angewandte Chemie International Edition · 1998 · 754 citations

, , +12

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 · 587 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

, , +14

Platinum- and Gold-Catalyzed Cycloisomerization Reactions of Hydroxylated Enynes

Victor Mamane, Tobias Gress, Helga Krause et al. · Journal of the American Chemical Society · 2004 · 544 citations

, , +11