AI Article Synopsis
- Cu-catalyzed nucleophilic ring opening of N-sulfonylaziridines with propargylamines produces piperazines through hydroamination.
- The reaction results in double-bond isomerization, ultimately forming tetrahydropyrazines.
- High enantiomeric purities (over 98% ee) can be achieved when optically active aziridines are used in cross-coupling processes.
Article Abstract
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).
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.8b01723 | DOI Listing |
Publication Analysis
Top Keywords
ring opening
8
stereospecific ring
4
opening cycloisomerization
4
cycloisomerization aziridines
4
aziridines propargylamines
4
propargylamines synthesis
4
synthesis functionalized
4
functionalized piperazines
4
piperazines tetrahydropyrazines
4
tetrahydropyrazines stereospecific
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!