Enantioselective annulations for dihydroquinolones by in situ generation of azolium enolates.

Autor: Lee A; Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University , Silverman Hall, Evanston, Illinois 60208, United States., Younai A, Price CK, Izquierdo J, Mishra RK, Scheidt KA
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2014 Jul 30; Vol. 136 (30), pp. 10589-92. Date of Electronic Publication: 2014 Jul 15.
DOI: 10.1021/ja505880r
Abstrakt: 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.
Databáze: MEDLINE