Stereospecific and stereoselective alkyl and silylcyclopropanation of alpha,beta-unsaturated amides |
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| Authors: | Concellón José M Rodríguez-Solla Humberto Méjica Carmen Blanco Elena G García-Granda Santiago Díaz M Rosario |
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| Institution: | 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. jmcg@uniovi.es |
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| Abstract: | 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. |
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