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

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 triflu...

Descripción completa

Detalles Bibliográficos
Autores principales: Crotti, Simone, Belletti, Giada, Di Iorio, Nicola, Marotta, Emanuela, Mazzanti, Andrea, Righi, Paolo, Bencivenni, Giorgio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9086480/
https://www.ncbi.nlm.nih.gov/pubmed/35548158
http://dx.doi.org/10.1039/c8ra06615a
_version_ 1784704010855383040
author Crotti, Simone
Belletti, Giada
Di Iorio, Nicola
Marotta, Emanuela
Mazzanti, Andrea
Righi, Paolo
Bencivenni, Giorgio
author_facet Crotti, Simone
Belletti, Giada
Di Iorio, Nicola
Marotta, Emanuela
Mazzanti, Andrea
Righi, Paolo
Bencivenni, Giorgio
author_sort Crotti, Simone
collection PubMed
description 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.
format Online
Article
Text
id pubmed-9086480
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90864802022-05-10 Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones Crotti, Simone Belletti, Giada Di Iorio, Nicola Marotta, Emanuela Mazzanti, Andrea Righi, Paolo Bencivenni, Giorgio RSC Adv Chemistry 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. The Royal Society of Chemistry 2018-09-28 /pmc/articles/PMC9086480/ /pubmed/35548158 http://dx.doi.org/10.1039/c8ra06615a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Crotti, Simone
Belletti, Giada
Di Iorio, Nicola
Marotta, Emanuela
Mazzanti, Andrea
Righi, Paolo
Bencivenni, Giorgio
Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title_full Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title_fullStr Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title_full_unstemmed Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title_short Asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
title_sort asymmetric vinylogous aldol addition of alkylidene oxindoles on trifluoromethyl-α,β-unsaturated ketones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9086480/
https://www.ncbi.nlm.nih.gov/pubmed/35548158
http://dx.doi.org/10.1039/c8ra06615a
work_keys_str_mv AT crottisimone asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT bellettigiada asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT diiorionicola asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT marottaemanuela asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT mazzantiandrea asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT righipaolo asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones
AT bencivennigiorgio asymmetricvinylogousaldoladditionofalkylideneoxindolesontrifluoromethylabunsaturatedketones

Ejemplares similares