Highly selective aziridination of imines using trimethylsilyldiazomethane and applications of C-silylaziridines in synthesis
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.
Aggarwal
VK
Department of Chemistry, University of Sheffield, Sheffield S3 7HF, U.K.
Ferrara
M