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

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Abstract

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).

Author(s):Brazier, John B., Jones, Kevin M., Platts, James A. and Tomkinson, Nicholas C.O.
Item type:Article
ID code:33042
Notes: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:30 Jan 2019 16:10
URI:https://strathprints.strath.ac.uk/id/eprint/33042
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