Issue 30, 2015

Aqueous asymmetric aldol reactions in polymersome membranes

Abstract

L-Proline catalysts have been immobilised in the hydrophobic domain of a polymersome via a copper(I)-catalysed azide–alkyne cycloaddition (CuAAC) reaction. Utilisation of these nanoreactors in the asymmetric aldol reaction of cyclohexanone with 4-nitrobenzaldehyde afforded the corresponding β-hydroxyketones in quantitative yields and with excellent enantio- and diastereoselectivities. The polymersomes were recycled up to five times without any loss in activity or selectivity.

Graphical abstract: Aqueous asymmetric aldol reactions in polymersome membranes

Supplementary files

Article information

Article type
Communication
Submitted
08 Jun 2015
Accepted
29 Jun 2015
First published
03 Jul 2015
This article is Open Access
Creative Commons BY license

Polym. Chem., 2015,6, 5358-5361

Author version available

Aqueous asymmetric aldol reactions in polymersome membranes

M. C. M. van Oers, W. S. Veldmate, J. C. M. van Hest and F. P. J. T. Rutjes, Polym. Chem., 2015, 6, 5358 DOI: 10.1039/C5PY00872G

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