Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 15, Pages 4617-4621Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201410957
Keywords
asymmetric catalysis; BrOnsted acids; carboxylic acids; Diels-Alder reactions; quinones
Categories
Funding
- MEXT (Japan)
- JSPS for Young Scientists
Ask authors/readers for more resources
The catalytic asymmetric Diels-Alder reaction of quinone imine ketals with diene carbamates catalyzed by axially chiral dicarboxylic acids is reported herein. A variety of primary and secondary alkyl-substituted quinone derivatives which have not been applied in previous asymmetric quinone Diels-Alder reactions could be employed using this method. More importantly, we succeeded in developing a strategy to divert the reaction site in unsymmetrical 3-alkyl quinone imine ketals from the inherently favored unsubstituted CC bond to the disfavored alkyl-substituted CC bond.
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