Issue 16, 2007
From the journal:

Chemical Communications

The asymmetric vinylogous Mannich reaction of dicyanoalkylidenes with α-amido sulfones under phase-transfer conditions†

Barbara Niessa  and  Karl Anker Jørgensen*a  

* Corresponding authors

a Danish National Research Foundation: Center for Catalysis, Department of Chemistry, Aarhus University, Aarhus C, Denmark
E-mail: kaj@chem.au.dk
Fax: +45 8619 6199
Tel: +45 8942 3910

Abstract

The stereoselective vinylogous Mannich reaction of dicyanoalkylidenes under phase-transfer catalytic conditions utilizing stable α-amido sulfones as imine precursors is presented; a rigid pyrrolidinium salt acts as the phase-transfer catalyst, giving access to the amino alkylated products in generally good yield and up to 95% ee.

Graphical abstract: The asymmetric vinylogous Mannich reaction of dicyanoalkylidenes with α-amido sulfones under phase-transfer conditions

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Article information

DOI
https://doi.org/10.1039/B702172K
Article type
Communication
Submitted
12 Feb 2007
Accepted
15 Mar 2007
First published
26 Mar 2007

Chem. Commun., 2007, 1620-1622

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The asymmetric vinylogous Mannich reaction of dicyanoalkylidenes with α-amido sulfones under phase-transfer conditions

B. Niess and K. A. Jørgensen, Chem. Commun., 2007, 1620 DOI: 10.1039/B702172K

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