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


Guizzetti, Stefania; Benaglia, Maurizio; Siegel, Jay S (2012). Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels–Alder cycloaddition reactions. Chemical Communications, 48(26):3188-3190.

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.

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.

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26 citations in Web of Science®
28 citations in Scopus®
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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:26 January 2012
Deposited On:18 Feb 2013 15:57
Last Modified:05 Apr 2016 16:29
Publisher:RSC Publishing
ISSN:1359-7345
Free access at:Related URL. An embargo period may apply.
Publisher DOI:https://doi.org/10.1039/C2CC17919A
Related URLs:http://pubs.rsc.org/en/Content/ArticleLanding/2012/CC/C2CC17919A

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