Zirconium Hydroaminoalkylation. An Alternative Disconnection for the Catalytic Synthesis of α-Arylated Primary Amines
| Autor: | Ana Koperniku, Paul J. Foth, Glenn M. Sammis, Laurel L. Schafer |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Zirconium Aqueous solution Primary (chemistry) Alkene chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound Colloid and Surface Chemistry Benzylamine chemistry Structural isomer Amine gas treating |
| Zdroj: | Journal of the American Chemical Society. 141:18944-18948 |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | Primary amine products have been prepared using zirconium-catalyzed hydroaminoalkylation of alkenes with N-silylated benzylamine substrates. Catalysis using commercially available Zr(NMe2)4 affords an alternative disconnection to access α-arylated primary amines upon aqueous workup. Substrate-dependent regio- and diastereoselectivity of the reaction is observed. Bulky substituents on the terminal alkene exclusively generate the linear regioisomer. This atom-economic catalytic strategy for the synthesis of building blocks that can undergo further synthetic elaboration is highlighted in the preparation of trifluoroethylated α-arylated amines. |
| Databáze: | OpenAIRE |
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