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|
|Number of pages||4|
|Publication status||Published - 14 Dec 2000|
- ASYMMETRIC AZIRIDINATION
- ETHYL DIAZOACETATE
- METHYLRHENIUM TRIOXIDE