Total syntheses of (+)-azimic acid, (+)-julifloridine, and proposed structure of N-methyljulifloridine via cyeloaddition of nitrone to a chiral dipolarophile

Article abstract of DOI:10.1016/S0040-4020(98)01012-6

A combination of 1,3-dipolar cycloaddition of Z-nitrones to the chiral dipolarophile and subsequent ring transformation of the resulting adducts to the piperidinols has provided a new practical synthesis of 2,6-disubstituted 3-piperidinol alkaloids, (+)-azimic acid, (+)-julifloridine, and the proposed structure of N-methyljulifloridine.