부산대학교 도서관

The 3,5-disubstituted pyrrolizidine 251O, detected in the poison-frog from Mantella of Madagascar, is one of the major poison-frog alkaloid, which has also been found in Malagasy ant Anochetus grandidieri. So far several syntheses of trans, trans-type of 3,5-disubstituted pyrrolizidine such as xenovenine have been reported to date, whereas no synthesis of trans, cis-type of pyrrolizidine alkaloid has been reported. This interesting alkaloid 251O possesses trans, cis-type of pyrrolizidine ring system, however both relative and absolute stereochemistry are still unknown. Here we report the efficient enantio- and diastereo-divergent synthesis of 251O starting from common lactam.