An enantioselective approach to highly substituted tetrahydrocarbazoles through hydrogen bonding-catalyzed cascade reactions.
A hydrogen bonding-mediated double Michael addition-aromatization cascade of 2-propenylindoles and nitroolefins has been disclosed. The methodology allows an efficient synthesis of diverse and structurally complex tetrahydrocarbazoles in good to excellent enantioselectivities and diastereoselectivities.
Wang
Xu-Fan
XF
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.
Chen
Jia-Rong
JR
Cao
Yi-Ju
YJ
Cheng
Hong-Gang
HG
Xiao
Wen-Jing
WJ
D000475:Alkenes / Q000737:chemistry; D002227:Carbazoles / Q000737:chemistry*; D002384:Catalysis; D006860:Hydrogen Bonding; D013237:Stereoisomerism; D013379:Substrate Specificity; D013449:Sulfonamides / Q000737:chemistry
D000475:Alkenes; D002227:Carbazoles; D013449:Sulfonamides; C409925:1,2,3,4-tetrahydrocarbazole