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Paper | Regular issue | Vol 55, No. 11, 2001, pp.2147-2155
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9329
Synthesis of Vinca Alkaloids and Related Compounds. Part 97. Epimerization with the Aid of Iodine

István Moldvai, Csaba Szántay Jr., and Csaba Szántay*

*Chemical Research Center, Institute of Chemistry, Hungarian Academy of Sciences, H-1525 Budapest, P.O.Box 17, Hungary


(-)-15b-Hydroxy-14,15-dihydroeburnamenine (6) has been epimerized at the C(3) position with the aid of iodine. Octahydroindoloquinolizine derivatives containing hydroxyl group (11, 14, 17) gave the appropriate epimeric alcohols (13,16, 19) via pentacyclic intermediates (12, 15, 18).