1068049-75-1Relevant academic research and scientific papers
Stereocontrolled synthesis of lepadiformine A
Lygo, Barry,Kirton, Eirene H. M.,Lumley, Christopher
, p. 3085 - 3090 (2008)
In this paper we present results of a study into whether the tricyclic core of the lepadiformines A-C can be accessed via intramolecular hetero-Diels-Alder cycloaddition. We are able to demonstrate that such a process is possible and that the reaction proceeds in an endo-selective fashion, providing the correct relative stereochemistry for this family of natural products. By employing this approach we have been able to develop a short (7 step) synthesis of (±)-lepadiformine A, starting from commercially-available trans-2-nonenal.
