Synthesis of vinca alkaloids and related compounds XLII. Transformation of vincamone into vincamines via diazomethane assisted homologization. application of 1h-noe measurements for the configurational as

János Sápi, Lajos Szabó, Eszter Baitz-Gács, György Kalaus, Csaba Szántay

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The α-oxo-acids 4 and 5 derived from vincamone (1) were transformed into vicamines 2,8,10,respectively by methylene insertion with diazomethane. Homologisation of 3 and 6 dioxo compounds led to oxirane derivatives 8,16,11,13,13, 18, respectively. Configuration of the oxiranes was determined by 1H-NOE measurements.

Original languageEnglish
Pages (from-to)4619-4629
Number of pages11
JournalTetrahedron
Volume44
Issue number14
DOIs
Publication statusPublished - 1988

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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