Stereospecific Ring Opening and Cycloisomerization of Aziridines with Propargylamines: Synthesis of Functionalized Piperazines and Tetrahydropyrazines
| Autor: | Bijay Ketan Das, Tharmalingam Punniyamurthy, Sourav Pradhan |
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| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Optically active 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Cycloisomerization Stereospecificity Nucleophile Hydroamination Physical and Theoretical Chemistry Enantiomer Isomerization |
| Zdroj: | Organic Letters. 20:4444-4448 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.8b01723 |
| Popis: | Stereospecific Cu-catalyzed nucleophilic ring opening of N-sulfonylaziridines with propargylamines and subsequent hydroamination afford piperazines, which leads to double-bond isomerization to furnish tetrahydropyrazines. Optically active aziridines can be cross-coupled with high enantiomeric purities (>98% ee). |
| Databáze: | OpenAIRE |
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