Synthesis of Vinca Alkaloids and Related Compounds, XXXIV Synthesis of (3S, 14S, 16S)‐Bromovincamines and Bromoapovincamines by Regioselective Bromination

Lajos Szabó, László Dobay, György Kalaus, Eszter Gács‐Baitz, József Tamás, Csaba Szántay

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Abstract

By bromination of the iminium salt 2a (X‐Cl), the 9‐bromo derivative 2c (X=ClO4) is obtained in isomerfree state. Bromination of the lactam 8d leads to a ca. 7.5:1 mixture of 11‐bromo 8c and 9‐bromo 8a lactams. These precursors have been used to synthesize 9‐, 10‐ and 11‐bromovincamines 11a‐c, and 9‐, 10‐ and 11‐bromoapovincamines 12a‐c.

Original languageEnglish
Pages (from-to)781-789
Number of pages9
JournalArchiv der Pharmazie
Volume320
Issue number9
DOIs
Publication statusPublished - 1987

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ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery

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