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Issue 27, 2012

Dioxindole in asymmetric catalytic synthesis: direct access to 3-substituted 3-hydroxy-2-oxindoles via 1,4-additions to nitroalkenes

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Abstract

The asymmetric Michael addition of dioxindoles to β-substituted nitroalkenes is reported. The bifunctional primary amine-thiourea A, by means of a non-covalent-based mode of catalysis, secures direct access to 3-substituted 3-hydroxyoxindole derivatives with high stereocontrol.

Graphical abstract: Dioxindole in asymmetric catalytic synthesis: direct access to 3-substituted 3-hydroxy-2-oxindoles via 1,4-additions to nitroalkenes

Supplementary files

Article information


Submitted
10 Jan 2012
Accepted
11 Feb 2012
First published
13 Feb 2012

Chem. Commun., 2012,48, 3336-3338
Article type
Communication

Dioxindole in asymmetric catalytic synthesis: direct access to 3-substituted 3-hydroxy-2-oxindoles via 1,4-additions to nitroalkenes

M. Retini, G. Bergonzini and P. Melchiorre, Chem. Commun., 2012, 48, 3336 DOI: 10.1039/C2CC30198A

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