On the roles of protic solvents in imidazolidinone-catalyzed transformations
Brazier, John B. and Jones, Kevin M. and Platts, James A. and Tomkinson, Nicholas C.O. (2011) On the roles of protic solvents in imidazolidinone-catalyzed transformations. Angewandte Chemie, 50 (7). pp. 1613-1616. ISSN 0044-8249 (https://doi.org/10.1002/anie.201005892)
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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).
ORCID iDs
Brazier, John B., Jones, Kevin M., Platts, James A. and Tomkinson, Nicholas C.O.
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Item type: Article ID code: 33042 Dates: DateEvent11 February 2011PublishedNotes: M1 - Copyright (C) 2011 U.S. National Library of Medicine. MEDLINE AN 2011182003(Journal; Article; (JOURNAL ARTICLE)) Keywords: Diels–Alder reaction , imidazolidinone , iminium ion catalysis, organocatalysis, Chemistry, Medicine(all) Subjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 30 Aug 2011 09:03 Last modified: 01 Nov 2023 09:47 URI: https://strathprints.strath.ac.uk/id/eprint/33042
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