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A versatile, non-biomimetic route to the preussomerins: syntheses of (+ -)-preussomerins F, K and L

Quesada, E., Stockley, M., Ragot, J.P., Prime, M.E., Whitwood, A.C. and Taylor, R.J.K. (2004) A versatile, non-biomimetic route to the preussomerins: syntheses of (+ -)-preussomerins F, K and L. Organic and Biomolecular Chemistry, 2 (17). pp. 2483-2495. ISSN 1477-0520

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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.

Item Type: Article
Academic Units: The University of York > Chemistry (York)
Depositing User: York RAE Import
Date Deposited: 12 Mar 2009 14:43
Last Modified: 12 Mar 2009 14:43
Published Version: http://dx.doi.org/10.1039/b407895k
Status: Published
Publisher: Royal Society Chemistry
Identification Number: 10.1039/b407895k
URI: http://eprints.whiterose.ac.uk/id/eprint/7122

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