Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 42, Pages 18390-18394Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202005733
Keywords
biomimetic synthesis; cyclization; natural products; polyketides; regioselectivity
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Funding
- Swiss National Science Foundation [BSSGI0-155902/1, 175746]
- University of Basel
- NCCR Molecular Systems Engineering
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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 beta-keto-processing steps of polyketide biosynthesis.
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