A versatile, non-biomimetic route to the preussomerins: syntheses of (±)-preussomerins F, K and L
- 9 August 2004
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 2 (17) , 2483-2495
- https://doi.org/10.1039/b407895k
Abstract
The first total syntheses of the title fungal metabolites preussomerins F, K and L are described and their structures confirmed thereby. The syntheses were achieved following a versatile, unified, non-biomimetic approach, which is easily extendable to prepare other known and novel members of this family. Key steps include the functionalisation of a 2-arylacetal anion, tandem one-pot Friedel–Crafts cyclisation–deprotection, regioselective substrate-directable hydrogenation and reductive-opening of epoxides.Keywords
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