R CO2Et C(OEt)=SO2CH3
Yields*(%) d.e.(%) Yields*(%) d.e.(%)
H 62 75
CH3 33 16 54 20
CH2OCH3 54 8 22 8
(CH2)4 43 25
Ph 13 51 10 26
*Inspection of 13C NMR spectra of crude reaction mixtures shows a complete conversion of acetals into aziridines. Almost all diastereomers can be easily separated by HPLC and it was possible to obtain single compounds with optical purity of nearly 100%.