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On the roles of protic solvents in imidazolidinone-catalyzed transformations

Brazier, John Benedict, Jones, Kevin Mark, Platts, James Alexis and Tomkinson, Nicholas Charles Oliver 2011. On the roles of protic solvents in imidazolidinone-catalyzed transformations. Angewandte Chemie. International Edition 50 (7) , pp. 1613-1616. 10.1002/anie.201005892

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Abstract

Step by step: The effect of protic solvents on the rate and stereochemical outcome of the imidazolidinone-catalyzed Diels–Alder cycloaddition was rationalized. The following picture emerges: the solvent accelerates iminium ion formation (step 1), the Diels–Alder cycloaddition is reversible (step 2), and the solvent intercepts the iminium ion adduct (step 3

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Diels–Alder reaction ; Imidazolidinone ; Iminium ion catalysis ; Organocatalysis
Publisher: Wiley
ISSN: 1433-7851
Last Modified: 03 Apr 2018 20:35
URI: http://orca-mwe.cf.ac.uk/id/eprint/9679

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