Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones†,10.1039/C8RA06615A

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Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones†

Simone Crotti,Giada Belletti,Nicola Di Iorio,Emanuela Marotta,Andrea Mazzanti,Paolo Righi,Giorgio Bencivenni

RSC Advances Pub Date : 09/28/2018 00:00:00 , DOI:10.1039/C8RA06615A

Abstract

A novel vinylogous aldol addition of alkylidene oxindole with 1-trifluoromethyl-3-alkylidene-propan-2-ones is presented. The reaction, catalyzed by a bifunctional tertiary amine, provides an efficient application of the vinylogous reactivity of oxindoles for the preparation of enantioenriched trifluoromethylated allylic alcohols.