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).
| Creators(s): |
Brazier, John B., Jones, Kevin M., Platts, James A. and Tomkinson, Nicholas C.O.  ORCID: https://orcid.org/0000-0002-5509-0133;
| 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: | 09 Jul 2020 01:40 |
| URI: | https://strathprints.strath.ac.uk/id/eprint/33042 |
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