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Metal Triflate-Catalyzed Cationic Benzylation and Allylation of 1,3-Dicarbonyl Compounds

Masahiro Noji, Yosuke Konno and Keitaro Ishii*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan, Email: ishiikeimy-pharm.ac.jp

M. Noji, Y. Konno, K. Ishii, J. Org. Chem., 2007, 72, 5161-5167.

DOI: 10.1021/jo0705216 (free Supporting Information)


Abstract

The reaction of 1,3-diketones, ketoesters, and ketoamides under non-anhydrous conditions with substituted 1-phenylethanols gave benzylated products in high yields in the presence of rare earth metal and hafnium triflates as catalysts. The allylation of a diketone with allylic alcohols was also possible. Catalysts can be recovered by water extraction and reused up to five times.

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Key Words

Benzylation, Allylation


ID: J42-Y2007-2130