Journal
CHEMICAL SCIENCE
Volume 7, Issue 2, Pages 1057-1062Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc03175c
Keywords
-
Categories
Funding
- MEXT (Japan)
- JSPS
- Grants-in-Aid for Scientific Research [16H01687, 25810057] Funding Source: KAKEN
Ask authors/readers for more resources
An enantioselective Friedel-Crafts reaction with aliphatic ketimines generated in situ from hemiaminal ethers catalyzed by a chiral Bronsted acid was investigated. The reaction of 2-methoxyfuran with (thio) hydantoin-derived hemiaminal methyl ether proceeded under the influence of a chiral phosphoric acid catalyst to afford the corresponding adduct possessing a quaternary stereogenic center in high yield with high enantioselectivity. Theoretical studies were also conducted to clarify the mechanism of the stereochemical outcome and the major factors contributing to the efficient enantioselection.
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