Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters
NAGIOS: RODERIC FUNCIONANDO

Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters

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Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters

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Montesinos Magraner, Marc; Vila Descals, Carlos; Cantón, Rubén; Blay Llinares, Gonzalo Perfil; Fernández Picot, Isabel; Muñoz, M. Carmen; Pedro, José Ramón
This document is a artículoDate2015
A quinine-derived thiourea organocatalyst promoted the highly enantioselective addition of naphthols and activated phenols to ketimines derived from isatins. The reaction afforded chiral 3-amino-2-oxindoles with a quaternary stereocenter in high yields (up to 99%) with excellent enantioselectivity (up to 99% ee). To the best of our knowledge, this transformation is the first highly enantioselective addition of naphthols to ketimines.

    Montesinos Magraner, Marc Vila Descals, Carlos Cantón, Rubén Blay Llinares, Gonzalo Fernández Picot, Isabel Muñoz, M. Carmen Pedro, José Ramón 2015 Organocatalytic Asymmetric Addition of Naphthols and Electron-Rich Phenols to Isatin-Derived Ketimines: Highly Enantioselective Construction of Tetrasubstituted Stereocenters Angewandte Chemie 54 6320 6324
https://doi.org/10.1002/anie.201501273

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