Issue 99, 2021

Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones

Abstract

An efficient enantioselective reaction between ketones and 3-hydroxyisoindolinones is described. In a reaction catalyzed by a chiral phosphoric acid, a broad range of ketones and in situ generated ketimines afforded isoindolinone derivatives comprising a tetrasubstituted stereocenter in high yields and enantioselectivities. The developed methodology is also suitable for the construction of compounds with vicinal stereogenic centers.

Graphical abstract: Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones

Supplementary files

Article information

Article type
Communication
Submitted
12 Oct 2021
Accepted
22 Nov 2021
First published
23 Nov 2021

Chem. Commun., 2021,57, 13546-13549

Enantioselective construction of a tetrasubstituted stereocenter in isoindolinones via an organocatalyzed reaction between ketones and 3-hydroxyisoindolinones

M. Matišić and M. Gredičak, Chem. Commun., 2021, 57, 13546 DOI: 10.1039/D1CC05761H

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