Catalyst-Controlled Transannular Polyketide Cyclization Cascades: Selective Folding of Macrocyclic Polyketides |
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Authors: | Felix C Raps Dr Vincent C Fäseke Prof Dr Daniel Häussinger Prof Dr Christof Sparr |
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Institution: | Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056 Basel, Switzerland |
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Abstract: | The biomimetic synthesis of aromatic polyketides from macrocyclic substrates by means of catalyst-controlled transannular cyclization cascades is described. The macrocyclic substrates, which feature increased stability and fewer conformational states, were thereby transformed into several distinct polyketide scaffolds. The catalyst-controlled transannular cyclizations selectively led to aromatic polyketides with a defined folding and oxygenation pattern, thus emulating β-keto-processing steps of polyketide biosynthesis. |
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Keywords: | biomimetic synthesis cyclization natural products polyketides regioselectivity |
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