Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 7, Pages 1818-1821Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310929
Keywords
bridged ring systems; intramolecular Michael addition; monoterpene indole alkaloids; quaternary carbon atoms; total synthesis
Categories
Funding
- EPFL (Switzerland)
- Swiss National Science Foundation (SNSF)
Ask authors/readers for more resources
A total synthesis of aspidophyllineA, a pentacyclic akuammiline-type monoterpene indole alkaloid, is described. The synthesis features: 1)rapid access to a fully functionalized dihydrocarbazole through the desymmetrization of readily available 2-allyl-2-(o-nitrophenyl)cyclohexane-1,3-dione; 2)an intramolecular azidoalkoxylation of an enecarbamate to install both the furoindoline ring and the azido functionality; and 3)an intramolecular Michael addition for the construction of the 2-azabicyclo[3.3.1]nonane ring system.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available