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Organocatalytic Multiple Cascade Reactions: A New Strategy for the Construction of Enantioenriched Tetrahydrocarbazoles
Author(s) -
Cao YiJu,
Cheng HongGang,
Lu LiangQiu,
Zhang JiJi,
Cheng Ying,
Chen JiaRong,
Xiao WenJing
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000610
Subject(s) - chemistry , cascade , aromatization , alkylation , friedel–crafts reaction , yield (engineering) , organocatalysis , combinatorial chemistry , cascade reaction , organic chemistry , catalysis , enantioselective synthesis , materials science , chromatography , metallurgy
A novel cascade Friedel–Crafts alkylation/Michael addition/aromatization reaction of 2‐vinylindoles with α,β‐unsaturated aldehydes has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in up to 97% yield and with excellent stereoselectivities ( ee up to>99%, dr up to>99:1).