The total synthesis of two alkaloids, (±)-yohimbine (1a) and (±)-alloyohimbine (1b) was completed by the regioselective functionalisation of 18,19-didehydroyohimbones (3a and b) which were readily prepared from harmalane by enamide reductive photocyclisation.
O. Miyata, Y. Hirata, T. Naito and I. Ninomiya, J. Chem. Soc., Chem. Commun., 1983, 1231 DOI: 10.1039/C39830001231
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