A short synthesis of (1S,8aR)-1-aminomethyl indolizidine. The heterocyclic core of stelletamides

(1S,8aR)-1-Aminomethyl indolizidine (2), the heterocylic core of the stelletamide alkaloids, was prepared in five steps and ca. 20% overall yield starting from oxazolidin-2-one 7. The key step involved the stereoselective addition of the preformed titanium (IV) enolate from 7 to the N-acyliminium ion derived from 2-methoxy piperidine 8b.