Studies towards the Synthesis of (+)‐Lochnerine

Abstract

The efforts directed towards the stereoselective synthesis of (+)-lochnerine, a sarpagine alkaloid is disclosed. The synthesis was designed utilizing an intramolecular catalytic hydroamination of an alkene by an oxazolidine, derived in situ from an unsaturated aldehyde, as the key step. The other key steps of the sequence include substrate-controlled, Lewis acid promoted C3 allylation to secure the C3/C5 syn-disubstituted product, Kulinkovich and ring-closing metathesis reactions.