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Merck

Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones.

Organic letters (2007-02-01)
Magnus Rueping, Boris J Nachtsheim, Alexander Kuenkel
RESUMEN

[reaction: see text] A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to substituted indenes is presented.

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Sigma-Aldrich
2,3-Pentanedione, natural, ≥96%, FG
Sigma-Aldrich
2,3-Pentanedione, 97%
Sigma-Aldrich
2,3-Pentanedione, ≥96%, FCC, FG