Issue 31, 2023

A biomimetic approach for the concise total synthesis of greenwaylactams A–C

Abstract

A concise, racemic total synthesis of three sesquiterpenoid alkaloids (greenwaylactams A–C) exhibiting an unprecedented 8-membered benzolactam is disclosed. Key transformations of this work include the ring expansion through cleavage of an indole via Witkop oxidation, as well as an HFIP mediated cationic cyclisation to build up the pentacyclic carbon skeleton.

Graphical abstract: A biomimetic approach for the concise total synthesis of greenwaylactams A–C

Supplementary files

Article information

Article type
Communication
Submitted
23 Jun 2023
Accepted
24 Jul 2023
First published
24 Jul 2023
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2023,21, 6317-6319

A biomimetic approach for the concise total synthesis of greenwaylactams A–C

N. Kratena, M. Weil and P. Gärtner, Org. Biomol. Chem., 2023, 21, 6317 DOI: 10.1039/D3OB01001E

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