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Diastereoselective one-pot synthesis of tetrafunctionalized 2-imidazolines.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2014 Jun 06; Vol. 79 (11), pp. 5219-26. Date of Electronic Publication: 2014 May 22. - Publication Year :
- 2014
-
Abstract
- A convenient trans-selective one-pot synthesis of tetrafunctionalized 2-imidazolines is described. Our approach to these valuable heterocyclic scaffolds involves a formal 1,3-dipolar cycloaddition between nitrile ylides or nitrilium triflates and imines. A detailed experimental study in combination with a high-level computational exploration of reaction routes reveals a plausible reaction pathway that accounts for the observed diastereoselectivity.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 79
- Issue :
- 11
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 24820129
- Full Text :
- https://doi.org/10.1021/jo500790n