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 Ago 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

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