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Rhodium-Catalyzed Selective anti-Markovnikov Addition of Carboxylic Acids to Alkynes

Alexandre Lumbroso, Nicolas R. Vautravers and Bernhard Breit*

*Institut für Organische Chemie und Biochemie, Freiburg Institute for Advanced Studies (FRIAS), Albert-Ludwigs-Universität Freiburg, Albertstrasse 21, 79104, Freiburg, Germany, Email: bernhard.breitchemie.uni-freiburg.de

A. Lumbroso, N. R. Vautravers, B. Breit, Org. Lett., 2010, 12, 5498-5501.

DOI: 10.1021/ol102365e (free Supporting Information)


Abstract

A rhodium-catalyzed, selective intermolecular anti-Markovnikov addition of carboxylic acids to terminal alkynes gives valuable Z-enol esters. The catalyst system is applicable to a broad substrate scope and displays a wide functional group tolerance.

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Key Words

Esters, Carbonyl Compounds, Enols


ID: J54-Y2010-3460