Secondary benzylation using benzyl alcohols catalyzed by lanthanoid, scandium, and hafnium triflate

…, T Ohno, K Fuji, N Futaba, H Tajima…

Index: Noji, Masahiro; Ohno, Tomoko; Fuji, Koji; Futaba, Noriko; Tajima, Hiroyuki; Ishii, Keitaro Journal of Organic Chemistry, 2003 , vol. 68, # 24 p. 9340 - 9347

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Citation Number: 176

Abstract

The combination of a secondary benzyl alcohol and a metal triflate (eg, La, Yb, Sc, and Hf triflate) in nitromethane was a highly effective secondary-benzylation system. Secondary benzylation of carbon (aromatic compounds, olefins, an enol acetate), nitrogen (amide derivatives), and oxygen (alcohols) nucleophiles was carried out with a secondary benzyl alcohol and 0.01-1 mol% of a metal triflate in the presence of water. Secondary benzyl ...