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Studies on the syntheses of heterocyclic compounds—DXLVIII : Synthesis of a hasubanan ring system from the benzylisoquinoline reticuline
Authors:T Kametani  T Kobari  K Shishido  K Fukumoto
Institution:Pharmaceutical Institute, Tohoku University, Aobayama, Sendai, Japan
Abstract:The synthesis of a cepharamine analogue (19) from reticuline (1) by phenolic oxidation is reported. Reticuline was converted into the methine base (13b), whose dihydro compound (14c) was oxidised to the seco-morphinandienone (17b). Michael-type cyclization of 17b, followed by an isomerization of the enone (18) gave the cepharamine-type compound (19).
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