Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
Org Lett. 2020 Sep 4;22(17):6698-6702. doi: 10.1021/acs.orglett.0c01381. Epub 2020 May 7.
A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites.
本文报道了二聚吡咯并咪唑生物碱 sceptrin 的四步合成法。该路线的简短性基于为选择性组装天然产物中环丁烷核心而开发的简单溶液。有用的 hymenidin 类似物的光化学反应分子间 [2 + 2] 二聚化可直接进入这类神秘的海洋次生代谢物生物活性化合物。