Gold(I)-Catalyzed Synthesis of Highly Substituted Furans

Michael H. Suhre, Michael Reif and Stefan F. Kirsch*

*Lehrstuhl für Organische Chemie I, Technische Universität München, Lichtenbergstr. 4, D-85747 Garching, Germany, Email: stefan.kirschch.tum.de

M. H. Suhre, M. Reif, S. F. Kirsch, Org. Lett., 2005, 7, 3873-3876.

DOI: 10.1021/ol0514101

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Abstract

Easily accessible propargyl vinyl ethers react in a cascade reaction of propargyl-Claisen rearrangement and heterocyclization catalyzed by cationic triphenylphosphinegold(I) to give tri- and tetrasubstituted furans.

see article for more examples

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Synthesis of Highly Substituted Pyrroles via a Multimetal-Catalyzed Rearrangement-Condensation-Cyclization Domino Approach

J. T. Binder, S. F. Kirsch, Org. Lett., 2006, 8, 2151-2153.

Synthesis of Stable 2H-Pyran-5-carboxylates via a Catalyzed Propargyl-Claisen Rearrangement/Oxa-6π Electrocyclization Strategy

H. Menz, S. F. Kirsch, Org. Lett., 2006, 8, 4795-4797.

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Key Words

Furans, Claisen rearrangement

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ID: J54-Y2005-1320