Enantioselective synthesis of homoallylic amines by addition of allylmetal reagents to imines derived from (S)-valine esters

…, A Bocoum, D Savoia, A Umani-Ronchi

文献索引：Basile, Tiziana; Bocoum, Allaye; Savoia, Diego; Umani-Ronchi, Achille Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7766 - 7773

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被引用次数: 135

摘要

Grignard and Barbier procedures have been applied to the addition of allylmetal (Zn, Cu, Pb, Bi, Al, In) species to imines derived from@)-valine esters, principally the methyl ester. The Zn- mediated, CeC13-or SnClz-catalyzed" Barbier" reactions of the imines with allyl bromide in THF in Ar atmosphere at room temperature proved particularly convenient, efficient and selective, providing the secondary homoallylic amines with excellent to perfect ...