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
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.
|Institution:||The University of York|
|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|
|Publisher:||Royal Society Chemistry|