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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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Mujahidin et al. (2005) studied this question.