Ramana C V, Khaladkar Tushar P, Chatterjee Soumitra, Gurjar Mukund K
National Chemical Laboratory, Pune, India.
J Org Chem. 2008 May 16;73(10):3817-22. doi: 10.1021/jo7027568. Epub 2008 Apr 15.
A flexible approach for total syntheses of possible multiplolide A diastereomers establishing the relative and absolute configuration is documented. The adopted strategy features ring-closing metathesis (RCM) as the key reaction and screening of a set of substrates for the feasibility of RCM in general and for the requisite E-configuration of ring olefin in particular. Selective protecting groups manipulation prior to the assembly of the central macrocyclic core was instrumental in installing the epoxide functionality on a fully deprotected nonenolide at the end of the synthesis.
本文记录了一种灵活的方法，用于全合成可能的多普洛利德A非对映异构体，并确定其相对和绝对构型。所采用的策略以闭环复分解反应（RCM）为关键反应，筛选一组底物以考察RCM的可行性，特别是考察环烯烃所需的E构型。在组装中心大环核心之前进行选择性保护基操作，有助于在合成结束时在完全脱保护的壬烯内酯上安装环氧官能团。
