Merging chiral organocatalysts: enantio- and diastereoselective direct vinylogous Mannich reaction of alkylimines.
An enantio- and diastereoselective direct vinylogous Mannich reaction of alpha,alpha-dicyanoolefins and N-sulfonyl alkylimines has been developed by the catalysis of a new family of bifunctional organocatalysts merging chiral BINOL and 9-amino-9-deoxyepi-cinchona alkaloid skeletons, from which chiral beta-, delta- or gamma-amino compounds could be efficiently derived.
Xiong
Xiao-Feng
XF
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.
Jia
Zhi-Jun
ZJ
Du
Wei
W
Jiang
Kun
K
Liu
Tian-Yu
TY
Chen
Ying-Chun
YC
D000470:Alkaloids / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry*; D008352:Mannich Bases / Q000737:chemistry*; D008968:Molecular Conformation; D009284:Naphthols / Q000737:chemistry; D013237:Stereoisomerism
D000470:Alkaloids; D000475:Alkenes; C406944:BINOL, naphthol; D007097:Imines; D008352:Mannich Bases; D009284:Naphthols