Functionalization of Silyldienol Ethers at the γ-Position via 2-Silyloxypentadienyl Cations
| Autor: | Jacob R. Stepherson, Jeffrey L. Henry, Nitin S. Dange, Rendy Kartika, Caitlan E. Ayala, Frank R. Fronczek |
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| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Double bond 010405 organic chemistry Chemistry Organic Chemistry Cationic polymerization 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Catalysis De novo synthesis Nucleophile Polymer chemistry Surface modification Organic chemistry Reactivity (chemistry) Physical and Theoretical Chemistry Brønsted–Lowry acid–base theory |
| Zdroj: | Organic letters. 18(5) |
| ISSN: | 1523-7052 |
| Popis: | This report describes Bronsted acid catalyzed de novo synthesis of silyldienol ethers bearing tetrasubstituted double bonds via an intermediacy of 2-silyloxypentadienyl cations. The reactivity of these novel cationic intermediates could be modulated and harnessed toward direct nucleophilic additions regioselectively at the γ-position to produce highly functionalized silyldienol ethers with tunable control of the resulting double bond geometry. |
| Databáze: | OpenAIRE |
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