Biomimetic Total Syntheses of Ergot Alkaloids via Decarboxylative Giese Coupling
Yuhua Ge1, Hang Wang1, Hua-Nan Wang2
1School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China.
Abstract:
Biomimetic total syntheses of Festuclavine and Pyroclavine were achieved by a sequential radical coupling. The key steps include intramolecular decarboxylative Giese reaction to form the central C ring and 4-nitrobenzenesulfonyl (Ns)-directed indole C4-H olefination to introduce the indole C4 component. In addition, D-ring formation was completed by decarboxylative alkenylation and intramolecular SN2 reaction.
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