Repository logo

Infoscience

  • English
  • French
Log In
Logo EPFL, École polytechnique fédérale de Lausanne

Infoscience

  • English
  • French
Log In
  1. Home
  2. Academic and Research Output
  3. Journal articles
  4. Total Synthesis of (±)-Aspidophylline A
 
research article

Total Synthesis of (±)-Aspidophylline A

Ren, Weiwu  
•
Wang, Qian  
•
Zhu, Jieping  
2014
Angewandte Chemie International Edition

A total synthesis of aspidophylline A, 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.

  • Details
  • Metrics
Type
research article
DOI
10.1002/anie.201310929
Web of Science ID

WOS:000330680400010

Author(s)
Ren, Weiwu  
Wang, Qian  
Zhu, Jieping  
Date Issued

2014

Publisher

Wiley-Blackwell

Published in
Angewandte Chemie International Edition
Volume

53

Issue

7

Start page

1818

End page

1821

Subjects

bridged ring systems

•

intramolecular Michael addition

•

monoterpene indole alkaloids

•

quaternary carbon atoms

•

total synthesis

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSPN  
Available on Infoscience
February 11, 2014
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/100546
Logo EPFL, École polytechnique fédérale de Lausanne
  • Contact
  • infoscience@epfl.ch

  • Follow us on Facebook
  • Follow us on Instagram
  • Follow us on LinkedIn
  • Follow us on X
  • Follow us on Youtube
AccessibilityLegal noticePrivacy policyCookie settingsEnd User AgreementGet helpFeedback

Infoscience is a service managed and provided by the Library and IT Services of EPFL. © EPFL, tous droits réservés