Neodymium (III)??Mediated Reformatsky??Type Reactions of α??Halo Ketones with Carbonyl Compounds

SF Kirsch, C Liebert

Index: Kirsch, Stefan F.; Liebert, Clemence European Journal of Organic Chemistry, 2007 , # 22 p. 3711 - 3717

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Citation Number: 4

Abstract

Abstract In a neodymium (III) iodide induced process, α-bromo ketones 1 and aldehydes 2 are effectively converted into aldol products 3. This Reformatsky-type reaction proceeds through the formation of a neodymium enolate at room temperature in CH 2 Cl 2. The analogous reaction in the presence of NdBr 3/NaI at 50 C in THF favors the formation of corresponding aldol–Tishchenko products 5 in good yields. Studies to define the scope ...