The total synthesis of (±)-scoulerine was accomplished by Mannich reaction of 1-(2-bromo-5-hydroxy-4-methoxy-benzyl)-1,2,3,4-tetrahydro-7-hydroxy-6-methoxyisoquinoline, followed by debromination. Methylation of 12-bromoscoulerine and debromination of 12-bromotetrahydropalmatine afforded (±)-tetrahydropalmatine.
T. Kametani and M. Ihara, J. Chem. Soc. C, 1967, 530 DOI: 10.1039/J39670000530
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