Issue 44, 2024

Stereoselective synthesis of an advanced trans-decalin intermediate towards the total synthesis of anthracimycin

Abstract

Progress towards the total synthesis of the macrolide natural product anthracimycin is described. This new approach utilises an intermolecular Diels–Alder strategy followed by epimeirsation to form the key trans-decalin framework. The route culminates in the stereoselective synthesis of an advanced tricyclic lactone intermediate, containing five contiguous sterogenic centres with the correct relative and absolute stereochemistry required for the anthracimycin core motif.

Graphical abstract: Stereoselective synthesis of an advanced trans-decalin intermediate towards the total synthesis of anthracimycin

Supplementary files

Article information

Article type
Communication
Submitted
12 Apr 2024
Accepted
03 May 2024
First published
07 May 2024
This article is Open Access
Creative Commons BY license

Chem. Commun., 2024,60, 5699-5702

Stereoselective synthesis of an advanced trans-decalin intermediate towards the total synthesis of anthracimycin

L. Jeanmard, G. Lodovici, I. George, J. T. W. Bray, A. C. Whitwood, G. H. Thomas, I. J. S. Fairlamb, W. P. Unsworth and P. A. Clarke, Chem. Commun., 2024, 60, 5699 DOI: 10.1039/D4CC01738B

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