Total Synthesis of Tunicamycin V

Org Lett. 2018 Jan 5;20(1):256-259. doi: 10.1021/acs.orglett.7b03623. Epub 2017 Dec 19.

Abstract

The total synthesis of tunicamycin V is described. This strategy is based on the initial construction of tunicaminyluracil, which is regarded to play an important role in the observed biological activities. The key to the synthesis was a Mukaiyama aldol reaction followed by a furan-oxidation to construct the undecose skeleton, a [3,3] sigmatropic rearrangement of a cyanate, and a highly selective trehalose-type glycosylation.

Publication types

  • Research Support, Non-U.S. Gov't