Journal
SYNLETT
Volume 24, Issue 9, Pages 1025-1031Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1318501
Keywords
biomimetic synthesis; biosynthesis; pericyclic reaction; enzymes; alkaloids
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Funding
- Fonds der Chemischen Industrie (FCI) through a Liebigstipendium
- Alexander von Humboldt Stiftung through the Sofja Kovalevskaja prize
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Evidence supporting an enzyme-catalyzed [3,3]-sigmatropic rearrangement of the dimethallylltryptophan synthase is highlighted. A bioinspired system is discussed, by which the chemical feasibility of Cope rearrangement to the 4-position of the indole nucleus was accomplished. Furthermore, synthesis of the tricyclic benzo[cd]indole core of welwitindolinones and dragmacidine E is presented.
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