Issue 71, 2018

Total synthesis of (−)-agelastatin A: an SH2′ radical azidation strategy

Abstract

A reagent generated from TMSN3/KMnO4/BnEt3NCl was found to promote an SH2′ radical azidation of a bromo silyl enol ether to furnish an azido silyl enol ether via olefin transposition. With the present azidation protocol, a new synthetic approach to agelastatin A, a potent antitumor marine alkaloid, has been established.

Graphical abstract: Total synthesis of (−)-agelastatin A: an SH2′ radical azidation strategy

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2018
Accepted
01 Aug 2018
First published
07 Aug 2018

Chem. Commun., 2018,54, 9893-9896

Total synthesis of (−)-agelastatin A: an SH2′ radical azidation strategy

I. Tsuchimochi, Y. Kitamura, H. Aoyama, S. Akai, K. Nakai and T. Yoshimitsu, Chem. Commun., 2018, 54, 9893 DOI: 10.1039/C8CC05697H

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