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Cobalt Catalysis at the Crossroads: Cobalt-Catalyzed Alder−Ene Reaction versus [2 + 2] Cycloaddition

Gerhard Hilt*, Anna Paul and Jonas Treutwein

*Fachbereich Chemie, Philipps-Universitt Marburg, Hans-Meerwein-Strasse, 35043 Marburg, Germany, Email: hiltchemie.uni-marburg.de

G. Hilt, A. Paul, J. Treutwein, Org. Lett., 2010, 12, 1536-1539.

DOI: 10.1021/ol100266u (free Supporting Information)


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Abstract

Cobalt-catalyzed transformations of cyclic alkenes such as cyclopentene and cycloheptene with internal alkynes led to a chemoselective Alder-ene or a [2 + 2] cycloaddition reaction depending on the electronic nature of the alkyne and the bite angle of a bidentate phosphine ligand used.

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Key Words

Cyclobutenes, Cyclopentanes


ID: J54-Y2010-0960