Total Synthesis of (±)-Sceptrin

Org Lett. 2020 Sep 4;22(17):6698-6702. doi: 10.1021/acs.orglett.0c01381. Epub 2020 May 7.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't