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


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.

SUBMITTER: Crotti S 

PROVIDER: S-EPMC9086480 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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

Crotti Simone S   Belletti Giada G   Di Iorio Nicola N   Marotta Emanuela E   Mazzanti Andrea A   Righi Paolo P   Bencivenni Giorgio G  

RSC advances 20180928 58


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. ...[more]

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