Kotha Sambasivarao, Chinnam Ajay Kumar, Shirbhate Mukesh E
Department of Chemistry, Indian Institute of Technology-Bombay , Powai, India.
J Org Chem. 2015 Sep 18;80(18):9141-6. doi: 10.1021/acs.joc.5b01433. Epub 2015 Sep 3.
Here, we report a new and diversity-oriented approach to macrocyclic cyclophanes by a Grignard reaction, followed by Fischer indolization and ring-closing metathesis (RCM) as key steps. The configuration of the double bond formed during the RCM depends upon the order of synthetic sequence used. Fischer indolization followed by RCM delivers the cis isomer, whereas RCM followed by Fischer indolization gives the trans isomer.
在此，我们报道了一种通过格氏反应构建大环环芳烷的全新且具有多样性导向的方法，该方法以费歇尔吲哚合成反应和关环复分解反应（RCM）作为关键步骤。RCM过程中形成的双键构型取决于所采用的合成顺序。先进行费歇尔吲哚合成反应再进行RCM反应可得到顺式异构体，而先进行RCM反应再进行费歇尔吲哚合成反应则得到反式异构体。
