Gold-catalyzed cyclization of 1-alkynyl cyclopropyl tert-butyl carbonate to construct multifunctionalized vinyl cyclopropane derivatives
作者:Yu-Xin Zhang、Lin Guo、Ya-Hui Wang、Li-Li Zhu、Zili Chen
DOI:10.1016/j.tet.2009.10.087
日期:2010.1
A convenient new method was developed to prepare two types of vinyl cyclopropane derivatives through gold-catalyzed cyclization of 1-alkynyl cyclopropyl tert-butyl carbonates 2. Different from the previous reported 5-exo-dig route, the 6-endo-dig addition is the preferred pathway to provide six-membered cyclized carbonates. Two factors, including stereoelectronic effect and steric effect might affect
通过金催化的1-炔基环丙基碳酸叔丁酯2的金催化环化反应,开发了一种方便的新方法来制备两种类型的乙烯基环丙烷衍生物。与以前报道的5- exo - dig路线不同,6- endo - dig添加是提供六元环化碳酸盐的首选途径。立体电子效应和空间效应这两个因素可能会影响区域选择性。因此,低位空间脂族底物仅提供六元异构体。还研究了化合物3的合成效用,以提供一系列β-羰基环丙醇衍生物。