Issue 91, 2014

Organocatalytic asymmetric vinylogous Michael addition of 3-alkylidene oxindoles to α-substituted β-nitroacrylates: facile construction of a chiral all-carbon quaternary center

Abstract

A highly enantioselective vinylogous Michael addition reaction of 3-alkylidene oxindoles to α-substituted β-nitroacrylates has been developed by using a cinchona alkaloid-squaramide bifunctional organocatalyst, which provides a series of chiral products bearing all-carbon quaternary stereocenters in excellent yields with high enantioselectives (up to 97%).

Graphical abstract: Organocatalytic asymmetric vinylogous Michael addition of 3-alkylidene oxindoles to α-substituted β-nitroacrylates: facile construction of a chiral all-carbon quaternary center

Supplementary files

Article information

Article type
Communication
Submitted
23 Aug 2014
Accepted
25 Sep 2014
First published
25 Sep 2014

RSC Adv., 2014,4, 49930-49933

Organocatalytic asymmetric vinylogous Michael addition of 3-alkylidene oxindoles to α-substituted β-nitroacrylates: facile construction of a chiral all-carbon quaternary center

Y. Zhong, S. Ma, Z. Xu, M. Chang and R. Wang, RSC Adv., 2014, 4, 49930 DOI: 10.1039/C4RA09128K

To request permission to reproduce material from this article, 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 publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements