Studies on the syntheses of heterocyclic compounds—DXLVIII : Synthesis of a hasubanan ring system from the benzylisoquinoline reticuline |
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| Authors: | T. Kametani T. Kobari K. Shishido K. Fukumoto |
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| Affiliation: | Pharmaceutical Institute, Tohoku University, Aobayama, Sendai, Japan |
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| 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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