Organocatalytic asymmetric addition of naphthols and electron-rich phenols to isatin-derived ketimines: highly enantioselective construction of tetrasubstituted stereocenters.

Abstract

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.

DOI: 10.1002/anie.201501273

Cite this paper

@article{MontesinosMagraner2015OrganocatalyticAA, title={Organocatalytic asymmetric addition of naphthols and electron-rich phenols to isatin-derived ketimines: highly enantioselective construction of tetrasubstituted stereocenters.}, author={Marc Montesinos-Magraner and Carlos Vila and Rub{\'e}n Cant{\'o}n and Gonzalo Blay and Isabel Mu{\~n}oz Fern{\'a}ndez and M Carmen Mu{\~n}oz and Jos{\'e} R Pedro}, journal={Angewandte Chemie}, year={2015}, volume={54 21}, pages={6320-4} }