Issue 3, 2011

Organocatalytic asymmetric Henry reaction of isatins: Highly enantioselective synthesis of 3-hydroxy-2-oxindoles

Abstract

Organocatalytic asymmetric Henry reaction of isatins with nitromethane has been achieved with the use of C6′-OH cinchona alkaloid catalyst, affording 3-substituted 3-hydroxy-oxindoles in excellent yields and high enantioselectivities, and this method was successfully applied to the total synthesis of (R)-(+)-dioxibrassinin.

Graphical abstract: Organocatalytic asymmetric Henry reaction of isatins: Highly enantioselective synthesis of 3-hydroxy-2-oxindoles

Supplementary files

Article information

Article type
Communication
Submitted
18 Jul 2011
Accepted
18 Jul 2011
First published
18 Aug 2011

RSC Adv., 2011,1, 389-392

Organocatalytic asymmetric Henry reaction of isatins: Highly enantioselective synthesis of 3-hydroxy-2-oxindoles

Y. Zhang, Z. Jun Li, H. Sen Xu, Y. Zhang and W. Wang, RSC Adv., 2011, 1, 389 DOI: 10.1039/C1RA00477H

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