Stereospecific Ring Expansion of Chiral Vinyl Aziridines
| Autor: | Alexandra Plichta, Mauricio Navarro Villalobos, Jon T. Njardarson, Matthew Brichacek |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Vinyl Compounds
Molecular Structure Extramural Stereochemistry Aziridines Organic Chemistry Stereoisomerism Aziridine Ring (chemistry) Biochemistry Article chemistry.chemical_compound Stereospecificity chemistry Cyclization Combinatorial Chemistry Techniques Molecule Pyrroles Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 13:1110-1113 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol200263g |
| Popis: | In this report, it is demonstrated that chiral vinyl aziridines can be stereospecifically ring expanded. This synthetic approach allows controlled access to chiral 2,5-cis- or 2,5-trans-3-pyrroline products from starting materials with the appropriate aziridine geometry. Twenty three ring expansion examples, most of which feature a stereospecific cyclization, are presented. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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