Journal
CHEMICAL COMMUNICATIONS
Volume 57, Issue 76, Pages 9684-9687Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc03968g
Keywords
-
Categories
Funding
- JSPS KAKENHI [19K23636]
- Aoyama Gakuin University Research Institute grant program for promotion of SDGs-related research
- Aoyama Gakuin Research Institute
- Grants-in-Aid for Scientific Research [19K23636] Funding Source: KAKEN
Ask authors/readers for more resources
The study presents an efficient method catalyzed by iridium for the C3-selective asymmetric allylation of 7-azaindoles with racemic secondary allylic alcohols, yielding only branched allylation products in good to high yields with high enantioselectivity. Various functional groups, including halogen and heteroaromatic groups, are compatible with the reaction conditions. Transformations of the obtained allylation products demonstrate no significant loss of enantiomeric excess.
The development of efficient synthetic methods of 7-azaindoles has been desired due to the useful biological activities and physical properties. We report the first example of the iridium-catalyzed C3-selective asymmetric allylation of 7-azaindoles with racemic secondary allylic alcohols to give only branched allylation products in good to high yields with high enantioselectivity (up to >99.5% ee). Allylic alcohols and 7-azaindoles with a variety of functional groups including halogen and heteroaromatic groups are compatible with the reaction conditions. Furthermore, transformations of the obtained allylation products are demonstrated without a significant loss of enantiomeric excess.
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