Concellón José M, Rodríguez-Solla Humberto, Méjica Carmen, Blanco Elena G, García-Granda Santiago, Díaz M Rosario
Departamento de Química Orgánica e Inorgánica, and Departamento de Química Física y Analítica, Facultad de Química, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain.
Org Lett. 2008 Jan 17;10(2):349-52. doi: 10.1021/ol702876r. Epub 2007 Dec 19.
A novel chromium-promoted alkyl- and silyl cyclopropanation of (E)- or (Z)-alpha,beta-unsaturated amides in which the C-C double bond is di-, or trisubstituted is described. This process takes place with total stereospecificity, and the new stereogenic center is generated with high or total stereoselectivity. A mechanism is proposed to explain the cyclopropanation reaction.
描述了一种新型的铬促进的(E)-或(Z)-α,β-不饱和酰胺的烷基化和硅基环丙烷化反应,其中碳-碳双键是二取代或三取代的。该过程具有完全的立体专一性,并且新的立体中心以高立体选择性或完全立体选择性生成。提出了一种机理解释环丙烷化反应。