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Highly Selective Aziridination of Imines Using Trimethylsilyldiazomethane and Applications of C-Silylaziridines in Synthesis
- Source :
- Organic Letters. 2:4107-4110
- Publication Year :
- 2000
- Publisher :
- American Chemical Society (ACS), 2000.
-
Abstract
- 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.
Details
- ISSN :
- 15237052 and 15237060
- Volume :
- 2
- Database :
- OpenAIRE
- Journal :
- Organic Letters
- Accession number :
- edsair.doi.dedup.....61153a1d93837d20866d2525744f7bdc