Double Reformatsky Reaction: Divergent Synthesis of δ-Hydroxy-β-ketoesters

M Mineno, Y Sawai, K Kanno, N Sawada…

Index: Mineno, Masahiro; Sawai, Yasuhiro; Kanno, Kazuaki; Sawada, Naotaka; Mizufune, Hideya Journal of Organic Chemistry, 2013 , vol. 78, # 12 p. 5843 - 5850

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Citation Number: 5

Abstract

The double Reformatsky reaction, tandem addition of two molecules of zinc alkanoate to a carbonyl compound, and its synthetic application to a series of δ-hydroxy-β-ketoesters has been developed. The key to accelerate the double Reformatsky reaction is considered to be a complex-induced proximity effect of the in situ generated zinc alkoxide coordinated with the pyridyl group of the substrate or bidentate amines. A noteworthy feature of the reaction ...