Synthesis of trans-epoxy-L-proline and cis-aziridino-L-proline from S-pyroglutamic acid. Regio- and diastereoselective ring opening of its derivatives

Article abstract of DOI:10.1016/S0957-4166(97)00261-9

The pyroglutamic acid derivative 4 was converted through several steps into 2S,3R,4S-epoxyproline 8. Key steps of the reaction sequence were the stereoselective epoxidation of 4 to 5 and the chemoselective reduction of the amide group of 5 with concomitan