Adler Pauline, Fadel Antoine, Rabasso Nicolas
Méthodologie, Synthèse et Molécules Thérapeutiques, ICMMO, UMR CNRS 8182 Bât. 410, Université Paris-Sud, 15 rue Georges Clemenceau, 91405 Orsay Cedex, France.
Chem Commun (Camb). 2015 Feb 28;51(17):3612-5. doi: 10.1039/c5cc00281h.
α-Amino allenylphosphonates were treated with cerium(iv) ammonium nitrate under various conditions to form spirodienones in good to excellent yields. The 5-endo-dig cyclization proceeds through the formation of a key iminium intermediate. A comprehensive study on the nature of the solvent used for this reaction was undertaken resulting in the formation of three types of spirodienone scaffolds.
在各种条件下,α-氨基丙二烯基膦酸酯与硝酸铈(IV)铵反应,以良好至优异的产率生成螺二烯酮。5-内型-环化反应通过形成关键的亚胺鎓中间体进行。对该反应所用溶剂的性质进行了全面研究,从而形成了三种类型的螺二烯酮骨架。