PROTECTIVE GROUP TUNING IN THE STEREOSELECTIVE CONVERSION OF α-AMINO ALDEHYDES INTO AMINOALKYL EPOXIDES

Article abstract of DOI:10.1016/S0040-4039(01)80584-0

Sulfonium and arsonium ylides of the type CH2=S(CH3)2 and CH2=As(Ph)3 react with doubly protected α-amino aldehydes 1 derived from amino acids to form aminoalkyl epoxides 3/4, diastereofacial selectivity ranging between 86:14 and >95:<5.