Issue 23, 2005

Synthetic studies of pseurotin A: preparation of an advanced lactam aldehyde intermediate

Abstract

An efficient synthesis of the lactam core of pseurotin A has been accomplished. Key features of this synthesis include a tandem oxidation–cyclization to form the lactam from an acetylenic amide precursor. Although coupling of a lactam aldehyde with an appropriate side chain was not effective, it is anticipated that incorporating a partial side chain at an earlier stage should permit completion of the total synthesis of pseurotin A.

Graphical abstract: Synthetic studies of pseurotin A: preparation of an advanced lactam aldehyde intermediate

Supplementary files

Article information

Article type
Paper
Submitted
07 Sep 2005
Accepted
23 Sep 2005
First published
01 Nov 2005

Org. Biomol. Chem., 2005,3, 4274-4281

Synthetic studies of pseurotin A: preparation of an advanced lactam aldehyde intermediate

J. M. Mitchell and N. S. Finney, Org. Biomol. Chem., 2005, 3, 4274 DOI: 10.1039/B512701G

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