Issue 25, 2011
From the journal:

Chemical Communications

Highly enantioselective organocascade intermolecular iminium/enamineMichael addition on enals†

Adrien Quintarda  and  Alexandre Alexakis*a  

* Corresponding authors

a Department of Organic Chemistry, University of Geneva, Quai Ernest Ansermet, 30, 1211, Geneva 4, Switzerland
E-mail: alexandre.alexakis@unige.ch
Tel: +41 (0)22 379 65 22

Abstract

An unprecedented intermolecular iminium/enamine Michael addition on enals has been developed by taking advantage of the high reactivity of vinyl sulfones. This powerful organocascade allows for the rapid construction of attractive synthons in high enantioselectivities (typically 99% ee).

Graphical abstract: Highly enantioselective organocascade intermolecular iminium/enamine Michael addition on enals

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Article information

DOI
https://doi.org/10.1039/C1CC11967B
Article type
Communication
Submitted
07 Apr 2011
Accepted
27 Apr 2011
First published
23 May 2011

Chem. Commun., 2011,47, 7212-7214

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Highly enantioselective organocascade intermolecular iminium/enamine Michael addition on enals

A. Quintard and A. Alexakis, Chem. Commun., 2011, 47, 7212 DOI: 10.1039/C1CC11967B

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