We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Gold-Catalyzed Intramolecular Tandem Cyclization of Indole-Ynamides: Diastereoselective Synthesis of Spirocyclic Pyrrolidinoindolines.
- Authors
Zheng, Nan; Chang, Yuan ‐ Yuan; Zhang, Li ‐ Jie; Gong, Jian ‐ Xian; Yang, Zhen
- Abstract
A gold-catalyzed intramolecular tandem cyclization of indole-ynamide affords tetracyclic spirocyclic pyrrolidinoindoline bearing an all-carbon quaternary stereocentre in a single step; however, when the reaction was carried out in the presence of BF3⋅Et2O, the corresponding tricyclic spirocyclic pyrrolidinoindoline-based enones are produced through a key 1,5-hydride shift. The developed chemistry provides a diastereoselective and straightforward entry to structurally diverse polycylic pyrrolidinoindolines from indole-ynamides in one-pot reactions under mild conditions.
- Subjects
ALKALOIDS; YNAMIDES; SOLVENTS; CRYSTAL structure; INDOLE compounds
- Publication
Chemistry - An Asian Journal, 2016, Vol 11, Issue 3, p371
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201500865