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Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones. 2018

Simone Crotti, and Giada Belletti, and Nicola Di Iorio, and Emanuela Marotta, and Andrea Mazzanti, and Paolo Righi, and Giorgio Bencivenni
Department of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna Viale del Risorgimento 4 40136-Bologna Italy giorgio.bencivenni2@unibo.it.

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.

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