Regioselective Functionalization of Enamides at the α-Carbon via Unsymmetrical 2-Amidoallyl Cations
| Autor: | Frank R. Fronczek, Nitin S. Dange, Rendy Kartika, Mirza A. Saputra, Joshua A. Malone, Alexander H. Cleveland |
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| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Regioselectivity chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Catalysis Nucleophile Organic chemistry Surface modification Physical and Theoretical Chemistry Brønsted–Lowry acid–base theory Carbon |
| Zdroj: | Organic Letters. 19:2414-2417 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.7b00962 |
| Popis: | A new method to functionalize enamides via an intermediacy of unsymmetrical 2-amidoallyl cations is reported. Generated under mild Brønsted acid catalysis, these reactive species were found to undergo addition with various nucleophiles at the less substituted α-carbon to produce highly substituted enamides in high yields with complete control of regioselectivity. |
| Databáze: | OpenAIRE |
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