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J Am Chem Soc ; 136(30): 10589-92, 2014 Jul 30.
Article in English | MEDLINE | ID: mdl-25017004

ABSTRACT

A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach.


Subject(s)
Alkenes/chemistry , Azoles/chemistry , Quinolones/chemical synthesis , Carboxylic Acids/chemistry , Catalysis , Indolequinones/chemical synthesis , Indolequinones/chemistry , Models, Molecular , Quinolones/chemistry , Stereoisomerism
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