4.6 Article

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

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 2, 期 17, 页码 2483-2495

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ROYAL SOC CHEMISTRY
DOI: 10.1039/b407895k

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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.

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