863132-09-6Relevant articles and documents
Enantioselective synthesis of (+)-(S)-laudanosine and (-)-(S)-xylopinine
Mujahidin, Didin,Doye, Sven
, p. 2689 - 2693 (2007/10/03)
The study presents a new pathway for the enantioselective synthesis of benzylisoquinoline alkaloids. The key steps of the synthesis of (+)-(S)-laudanosine (1) and (-)-(S)-xylopinine (2) are a Sonogashira coupling that builds up the C1-C8a bond of the benzylisoquinoline skeleton, an intramolecular Ti-catalyzed hydroamination of an alkyne, and a subsequent enantioselective imine reduction according to Noyori's protocol.