Synthesis of amino-diamondoid pharmacophores via photocatalytic C–H aminoalkylation
| Autor: | William K. Weigel, Hai-Bin Yang, David C. Martin, Hoang T. Dang |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Alkylation
Light Adamantane Imine Stereoisomerism Diamondoid Article Catalysis chemistry.chemical_compound Materials Chemistry Amines Amino Acids Metals and Alloys Enantioselective synthesis General Chemistry Combinatorial chemistry Carbon Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry Ceramics and Composites Amine gas treating Imines Hydrogen |
| Zdroj: | Chem Commun (Camb) |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/d0cc02804e |
| Popis: | We report a direct C-H aminoalkylation reaction using two light-activated H-atom transfer catalyst systems that enable the introduction of protected amines to native adamantane scaffolds with C-C bond formation. The scope of adamantane and imine reaction partners is broad and deprotection provides versatile amine and amino acid building blocks. Using readily available chiral imines, the enantioselective synthesis of the saxagliptin core and rimantadine derivatives is also described. |
| Databáze: | OpenAIRE |
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