Macrocyclic polyenynes: a stereoselective route to vinyl-ether-containing skipped diene systems
| Autor: | Thomas O. Ronson, Martin H. H. Voelkel, Ian J. S. Fairlamb, Richard J. K. Taylor |
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| Rok vydání: | 2015 |
| Předmět: |
Macrocyclic Compounds
Vinyl Compounds Diene Stereochemistry Catalysis chemistry.chemical_compound Materials Chemistry medicine Organometallic Compounds Polycyclic Compounds Molecular Structure Metals and Alloys Stereoisomerism General Chemistry Vinyl ether Polyene Surfaces Coatings and Films Electronic Optical and Magnetic Materials Stille reaction Alkadienes chemistry Alkynes Wittig reaction Ceramics and Composites Stereoselectivity medicine.drug Ethers |
| Zdroj: | Chemical communications (Cambridge, England). 51(38) |
| ISSN: | 1364-548X |
| Popis: | The stereoselective synthesis of a challenging macrocyclic polyene scaffold, containing a sensitive vinyl ether motif, has been accomplished using O,C-dilithiation/selective C-alkylation, Pd-catalysed etherification and Wittig reactions as key steps. An end-game macrocyclisation strategy employed a regio- and stereoselective Stille cross-coupling using Pd(Br)(N-Succ)(AsPh3)2 (AsCat) as the precatalyst. |
| Databáze: | OpenAIRE |
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