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Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the alpha-arylation of aldehydes via N-acyliminium ions

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Title Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the alpha-arylation of aldehydes via N-acyliminium ions
 
Creator VOLLA, CMR
FAVA, E
ATODIRESEI, I
RUEPING, M
 
Subject REISSERT-TYPE REACTION
MANNICH REACTION
SUBSTITUTED QUINOLINES
BIFUNCTIONAL CATALYST
IMINIUM ACTIVATION
RECENT PROGRESS
UNIFYING METAL
NMDA RECEPTOR
ORGANOCATALYSIS
ACID
 
Description A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities. The products were further functionalized into optically active tetrahydroquinolines, quinolines and 6-oxa-2-aza-bicyclo[3.3.1] nonanes.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2016-01-15T07:01:44Z
2016-01-15T07:01:44Z
2015
 
Type Article
 
Identifier CHEMICAL COMMUNICATIONS, 51(87)15788-15791
1359-7345
1364-548X
http://dx.doi.org/10.1039/c5cc05209b
http://dspace.library.iitb.ac.in/jspui/handle/100/17998
 
Language en