Formation of Ketenimines via the Palladium-Catalyzed Decarboxylative π-Allylic Rearrangement of N-Alloc Ynamides
| Autor: | Juliana R. Alexander, Matthew J. Cook |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Allylic rearrangement
010405 organic chemistry Chemistry Organic Chemistry chemistry.chemical_element food and beverages Alkylation 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Sulfur 0104 chemical sciences Catalysis Hydrolysis Organic chemistry Physical and Theoretical Chemistry Palladium |
| Zdroj: | Alexander, J R & Cook, M J 2017, ' Formation of Ketenimines via the Palladium-Catalyzed Decarboxylative π-Allylic Rearrangement of N-Alloc Ynamides ', Organic Letters, vol. 19, no. 21, pp. 5822-5825 . https://doi.org/10.1021/acs.orglett.7b02780 |
| DOI: | 10.1021/acs.orglett.7b02780 |
| Popis: | A new approach for the formation of ketenimines via a decarboxylative allylic rearrangement pathway that does not require strong stabilizing or protecting groups has been developed. The products can be readily hydrolyzed into their corresponding secondary amides or reacted with sulfur ylides to perform an additional [2,3]-Wittig process. Mechanistic studies suggest an outer-sphere process in which reductive alkylation is rate-limiting. |
| Databáze: | OpenAIRE |
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