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Efficient Metal-Catalyzed Direct Benzylation and Allylic Alkylation of 2,4-Pentanediones

Magnus Rueping,* Boris J. Nachtsheim and Alexander Kuenkel

*Institute of Organic Chemistry & Chemical Biology, Johann-Wolfgang Goethe University Frankfurt am Main, Max-von-Laue-Str. 7, D-60438 Frankfurt, Germany, Email: m.ruepingchemie.uni-frankfurt.de

M. Rüping, B. J. Nachtsheim, A. Künkel, Org. Lett., 2007, 9, 825-828.

DOI: 10.1021/ol063048b (free Supporting Information)


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Abstract

A highly effective bismuth-catalyzed benzylation and allylic alkylation of 2,4-pentanediones with free alcohols provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times. In addition, a new route to substituted indenes is presented.

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An Efficient Metal-Catalyzed Hydroalkylation

M. Rüping, B. J. Nachtsheim, A. Künkel, Synlett, 2007, 1391-1394.


Key Words

Benzylation, Allylation


ID: J54-Y2007-0740