Abstract
[GRAPHICS]
Trimethylsilyldiazomethane has been found to add directly to N-sulfonyl (Ts and SES) imines to afford aziridines in good yields and high cis stereoselectivities. The silyl group can be substituted by treatment with a fluoride source and electrophiles again with high selectivity. Complete regioselectivity is observed in ring opening of these aziridines with nucleophiles.
| Translated title of the contribution | Highly Selective Aziridination of Imines Using Trimethylsilyldiazomethane and Applications of C-Silylaziridines in Synthesis |
|---|---|
| Original language | English |
| Pages (from-to) | 4107-4110 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 2 |
| Issue number | 25 |
| DOIs | |
| Publication status | Published - 14 Dec 2000 |
Research Groups and Themes
- Organic & Biological
Keywords
- ASYMMETRIC AZIRIDINATION
- ETHYL DIAZOACETATE
- LEWIS-ACID
- METHYLRHENIUM TRIOXIDE
- OLEFINS
- COMPLEXES
- ESTERS
- CATALYSTS
- AZIRINE
- ALKENES
Fingerprint
Dive into the research topics of 'Highly selective aziridination of imines using trimethylsilyldiazomethane and applications of C-silylaziridines in synthesis'. Together they form a unique fingerprint.Cite this
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver