Aminocatalytic asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes based on coumarin cores.
The asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes derived from 3-argiocarbonylcoumarins and acetaldehyde has been developed using chiral secondary aminocatalysis, giving tricyclic chroman-2-one derivatives in high enantioselectivities (up to 95% ee).
Li
Jun-Long
JL
Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Zhou
Si-Li
SL
Han
Bo
B
Wu
Li
L
Chen
Ying-Chun
YC
D000079:Acetaldehyde / Q000737:chemistry; D001372:Aza Compounds / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D003374:Coumarins / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004583:Electrons; D008968:Molecular Conformation; D013237:Stereoisomerism
D001372:Aza Compounds; D002070:Butadienes; D003374:Coumarins; C030123:coumarin; D000079:Acetaldehyde; C031763:1,3-butadiene