Funk Timothy W
The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Org Lett. 2009 Nov 5;11(21):4998-5001. doi: 10.1021/ol901853t.
Chiral ruthenium olefin metathesis catalysts can perform asymmetric ring-closing reactions in > or = 90% ee with low catalyst loadings. To illustrate the practicality of these reactions and the products they form, an enantioselective total synthesis of 5-epi-citreoviral was completed by using an asymmetric ring-closing olefin metathesis reaction as a key step early in the synthesis. All of the stereocenters in the final compound were set by using the chiral center generated by asymmetric olefin metathesis.
手性钌烯烃复分解催化剂能够在低催化剂负载量的情况下，以大于或等于90%的对映体过量进行不对称闭环反应。为了说明这些反应及其所形成产物的实用性，通过在合成早期将不对称闭环烯烃复分解反应作为关键步骤，完成了5-表-柠檬病毒素的对映选择性全合成。最终化合物中的所有立体中心均由不对称烯烃复分解产生的手性中心确定。
