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Issue 26, 2012

Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels–Alder cycloaddition reactions

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Abstract

Poly(methylhydrosiloxane) (PMHS) supported organic catalysts promoted the Diels–Alder reaction of dienes with α,β-unsaturated aldehydes, also in pure water, in yields and enantiomeric excesses comparable to those observed with the non-supported catalysts (up to 93% ee). Recycling of the catalysts was performed with no loss of enantioselectivity for at least five reaction cycles.

Graphical abstract: Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels–Alder cycloaddition reactions

Supplementary files

Article information


Submitted
19 Dec 2011
Accepted
26 Jan 2012
First published
26 Jan 2012

Chem. Commun., 2012,48, 3188-3190
Article type
Communication

Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels–Alder cycloaddition reactions

S. Guizzetti, M. Benaglia and J. S. Siegel, Chem. Commun., 2012, 48, 3188 DOI: 10.1039/C2CC17919A

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