氯化铬（II）促进的α,β-不饱和酰胺的立体专一性和立体选择性烷基化及硅基环丙烷化反应。
CrCl2-promoted stereospecific and stereoselective alkyl- and silylcyclopropanation of alpha,beta-unsaturated amides.
作者信息
Concellón José M, Rodríguez-Solla Humberto, Méjica Carmen, Blanco Elena G, García-Granda Santiago, Rosario Díaz M
机构信息
Universidad de Oviedo, Departamento de Química Orgánica e Inorgánica, Oviedo, Spain.
出版信息
J Org Chem. 2008 May 16;73(10):3828-36. doi: 10.1021/jo800103t. Epub 2008 Apr 17.
An efficient chromium-promoted alkyl- or silylcyclopropanation of alpha,beta-unsaturated amides is described. These reactions can be carried out on (E)- or (Z)-alpha,beta-enamides in which the C-C double bond is di-, or trisubstituted. This process takes place with total stereospecificity and the new stereogenic center is generated with high or total stereoselectivity. Some synthetic applications of the obtained silylcyclopropyl amides are also reported. Two mechanisms based on the generation of carbenoid or carbene complexes have been proposed to explain this cyclopropanation reaction.
描述了一种高效的铬促进的α,β-不饱和酰胺的烷基化或硅基环丙烷化反应。这些反应可以在（E）-或（Z）-α,β-烯酰胺上进行，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，新的立体中心以高立体选择性或完全立体选择性生成。还报道了所得硅基环丙基酰胺的一些合成应用。提出了基于类卡宾或卡宾配合物生成的两种机理来解释这种环丙烷化反应。
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