Synthesis of thalicarpine

摘要

There is disclosed a novel total synthesis of thalicarpine which includes inter alia a total synthesis of hernandaline. The novel process is characterised in utilizing simple and readily available starting materials to form a diaryl ether system which is then condensed with a 3,4-dihydroisoquinolinium salt which is then converted to hernandaline. Hernandaline is reacted with a bicyclic Reissert compound to yield a compound having the thalicarpine skeleton, nascent hydrogen reduction yields N-monodesmethyl thalicarpine which is methylated.