Highly diastereoselective aziridination of α,β-unsaturated amides using diaziridine
Racemic 3-cyclohexyl-1-methyldiaziridine was found to react with α,β-unsaturated amides in basic conditions, giving N-unprotected trans-aziridines, while 3,3-pentamethylenediaziridine had been reported to afford cis-aziridines in high diastereoselectivity
Highly diastereo- and enantioselective aziridination of α,β-unsaturated amides with diaziridine and mechanistic consideration on its stereochemistry
During studies of aziridination of α,β-unsaturated amides with diaziridine, we found that we could prepare both the cis- and trans-aziridinecarboxamides by choosing an appropriately substituted diaziridine. While 3-monosubstituted diaziridine 2 was suitab