Templated assembly of medium cyclic ethers via exo-trig nucleophilic cyclization of cyclopropenes
| Autor: | Michael Rubin, Bassam K. Alnasleh, Marina Rubina |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Nucleophilic addition
Bicyclic molecule 010405 organic chemistry Chemistry Metals and Alloys Diastereomer General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Nucleophile Intramolecular force Materials Chemistry Ceramics and Composites Organic chemistry |
| Zdroj: | Chemical Communications. 52:7494-7496 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c6cc02178f |
| Popis: | A novel method for the assembly of medium heterocycles via an intramolecular nucleophilic addition to cyclopropenes generated in situ from the corresponding bromocyclopropanes is described. The exo-trig nucleophilic cyclizations were shown to proceed very efficiently and in a highly diastereoselective fashion affording cis-fused bicyclic products possessing 7 to 10-membered medium rings; starting from a diastereomeric mixtures of bromocyclopropanes. |
| Databáze: | OpenAIRE |
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