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

doi:10.1039/C8RA06615A

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

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

Simone Crotti,

^a Giada Belletti,^a Nicola Di Iorio,

^a Emanuela Marotta,

^a Andrea Mazzanti,

^a Paolo Righi

^a and Giorgio Bencivenni

*^a

Author affiliations

* Corresponding authors

^a Department of Industrial Chemistry “Toso Montanari”, Alma Mater Studiorum-University of Bologna, Viale del Risorgimento 4, 40136-Bologna, Italy
E-mail: giorgio.bencivenni2@unibo.it

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.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C8RA06615A
Article type: Paper
Submitted: 06 Aug 2018
Accepted: 18 Sep 2018
First published: 28 Sep 2018
This article is Open Access

Download Citation

RSC Adv., 2018,8, 33451-33458

Permissions

Request permissions

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

S. Crotti, G. Belletti, N. Di Iorio, E. Marotta, A. Mazzanti, P. Righi and G. Bencivenni, RSC Adv., 2018, 8, 33451 DOI: 10.1039/C8RA06615A

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

RSC Advances

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

Abstract

Supplementary files

Article information

Download Citation

Permissions

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

Social activity

Search articles by author

Spotlight

Advertisements