Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, LabEx LERMIT, 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
J Org Chem. 2013 Mar 15;78(6):2289-300. doi: 10.1021/jo3020648. Epub 2013 Feb 22.
The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety.
报道了铜催化的 2-硅氧基呋喃与环状不饱和氧代酯的不对称加成反应。反应具有极好的非对映选择性（通常 dr 值为 99:1）和中等至较高的对映选择性，具体取决于酯基的性质和环状氧代酯的取代基。我们已经表明，这些底物可以转化为各种带有γ-丁烯内酯或γ-内酯连接到环烷烃或环烯烃部分的构建块。
