Aqueous asymmetric aldol reactions in polymersome membranesElectronic supplementary information (ESI) available. See DOI: 10.1039/c5py00872g

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-hyd...

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Hauptverfasser: van Oers, Matthijs C. M, Veldmate, Wouter S, van Hest, Jan C. M, Rutjes, Floris P. J. T
Format: Artikel
Sprache:eng
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Zusammenfassung: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. A high-yielding enantioselective aqueous aldol reaction is carried out in the membrane of polymersome nanoreactors.
ISSN:1759-9954
1759-9962
DOI:10.1039/c5py00872g