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Paper | Regular issue | Vol 43, No. 11, 1996, pp.2377-2384
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7526
Synthesis of Vinca Alkaloids and Related Compounds. Part LXXXII. An Unexpected Neber-Type Rearrangement

István Moldvai, Csaba Szántay Jr., and Csaba Szántay

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


(+)-15-Oxo-14,15,-dihydroeburnamenine (2) was tansformed into oxime (3). On treatment with acetic acid or Raney Ni, oxime (3) afforded the 15-acetamidovincamone isomers (4,5) and the 15β-amino derivatives (12,13), respectively. The oxime acetate (14) and the oxime ether (15) were also prepared.