The asymmetric Cu(II)-indolinylmethanol complex catalyzed Diels-Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters: an efficient route to functionalized tetrahydrocarbazoles.
An efficient asymmetric Diels-Alder reaction of 2-vinylindoles with β,γ-unsaturated α-ketoesters has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in high yields (up to 96%) with good stereoselectivities (ee up to 95%, dr up to >99 : 1).
Institute of Medicinal Chemistry, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. China.
Banlai
B
Ouyang
Tingting
T
Yu
Renshi
R
Luo
Gui
G
Lu
D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D004952:Esters / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D002227:Carbazoles; D004952:Esters; D007211:Indoles; D003300:Copper; C409925:1,2,3,4-tetrahydrocarbazole