Concepedia

Pt-Catalyzed Pentannulations from In Situ Generated Metallo−Carbenoids Utilizing Propargylic Esters

B. A. Bhanu Prasad, Francis K. Yoshimoto, Richmond Sarpong

Journal of the American Chemical Society · 2005 · 176 citations · 12 references

DOI

Abstract

A highly selective and efficient Pt-catalyzed pentannulation reaction beginning from propargylic esters is described. The key to this reaction is the use of a PtCl2(PPh3)2/PhIO catalyst combination that allows the in situ generation of Pt-carbenoid intermediates, which lead to good yields (61-84%) of the desired pentannulated compounds.

References

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Platinum- and Gold-Catalyzed Cycloisomerization Reactions of Hydroxylated Enynes

Victor Mamane, Tobias Gress, Helga Krause et al. · Journal of the American Chemical Society · 2004 · 538 citations

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Platinum-Catalyzed Cycloisomerization Reactions of Enynes

Alois Fürstner, Frank Stelzer, Hauke Szillat · Journal of the American Chemical Society · 2001 · 423 citations

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Synthesis of 2-Cyclopentenones by Gold(I)-Catalyzed Rautenstrauch Rearrangement

Xiaodong Shi, David J. Gorin, F. Dean Toste · Journal of the American Chemical Society · 2005 · 408 citations

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Pt<sup>IV</sup>-Catalyzed Cyclization of Arene−Alkyne Substrates via Intramolecular Electrophilic Hydroarylation

Stefan J. Pastine, So Won Youn, Dalibor Sameš · Organic Letters · 2003 · 271 citations

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Ruthenium-Catalyzed Cyclopropanation of Alkenes Using Propargylic Carboxylates as Precursors of Vinylcarbenoids

Koji Miki, Kouichi Ohe, Sakae Uemura · The Journal of Organic Chemistry · 2003 · 247 citations

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