Highly Diastereoselective Construction of Fused Carbocycles from Cyclopropane-1,1-dicarboxylates and Cyclic Enol Silyl Ethers: Scope, Mechanism, and Origin of Diastereoselectivity
作者:Jian-Ping Qu、Yong Liang、Hao Xu、Xiu-Li Sun、Zhi-Xiang Yu、Yong Tang
DOI:10.1002/chem.201103495
日期:2012.2.20
By selecting the appropriate substituents on the ester and silyl groups, fused cyclopentane derivatives with multiple contiguous stereocenters can be synthesized with excellent diastereoselectivity through CuII/bisoxazoline‐catalyzed intermolecular [3+2] cycloaddition reactions of cyclopropane‐1,1‐dicarboxylates and cyclic enol silyl ethers (see scheme).
正确的环丙烷环:通过在酯和甲硅烷基上选择合适的取代基,可以通过Cu II /双恶唑啉催化的环丙烷-1,1的分子间[3 + 2]环加成反应,合成具有多个非连续立体中心的稠合环戊烷衍生物。-二羧酸盐和环状烯醇甲硅烷基醚(参见方案)。