Stereoselective synthesis of an advanced trans-decalin intermediate towards the total synthesis of anthracimycin†
Joshua T. W.
Bray, 
a
Adrian C.
Whitwood,
a
Ian J. S.
Fairlamb,
*a
William P.
Unsworth
*a
and
Paul A.
Clarke
§a
a
Adrian C.
Whitwood,
a
Ian J. S.
Fairlamb,
*a
William P.
Unsworth
*a
and
Paul A.
Clarke
§a
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.
- This article is part of the themed collection: ChemComm 60th Anniversary Collection
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