Catalytic Asymmetric C-N Bond Formation: Phosphine-Catalyzed Intra- and Intermolecular γ-Addition of Nitrogen Nucleophiles to Allenoates and Alkynoates
| Autor: | Cong Ma, Ying Kit Chung, Rylan J. Lundgren, Nicolas Marion, Gregory C. Fu, Ashraf Wilsily |
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| Jazyk: | angličtina |
| Rok vydání: | 2013 |
| Předmět: |
Indoles
Pyrrolidines Phosphines Stereochemistry Enantioselective synthesis Stereoisomerism General Medicine General Chemistry Amides Medicinal chemistry Article Catalysis Alkadienes chemistry.chemical_compound chemistry Nucleophile Cyclization Alkynes Organocatalysis Amine gas treating Phosphine Amination |
| Popis: | The first examples are described of catalyzed γ-additions of nitrogen nucleophiles to γ-substituted alkynoates or allenoates that proceed with good efficiency, specifically, intra- and intermolecular processes that employ distinct and useful families of nitrogen nucleophiles (anilines and 2,2,2-trifluoroacetamide), catalyzed by spirophosphine 1. Furthermore, the first demonstrations are reported of asymmetric reactions, affording interesting classes of target molecules such as enantioenriched pyrrolidines, indolines, and γ-amino-α,β-unsaturated carbonyl compounds. |
| Databáze: | OpenAIRE |
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