Synthesis of vinca alkaloids and related compounds XXXVIII: Formation of dimers under Polonovski reaction conditions

István Moldvai, Alajos Kálmán, Csaba Szántay, Gábor Tóth, András Vedres

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Abstract

The dimeric products (la‐c) have been prepared by treatment of N‐oxides derived from some indole alkaloids. Their structures have been elucidated by detailed NMR investigations and the structure of 1c determined by X‐ray analysis. The importance of the E2‐type trans‐axial elimination of the N‐acyloxy intermediate in the dimer formation has also been established. The iminium salts 4a‐b and the derived pseudocyanide 6 have been prepared.

Original languageEnglish
Pages (from-to)335-342
Number of pages8
JournalRecueil des Travaux Chimiques des Pays‐Bas
Volume107
Issue number4
DOIs
Publication statusPublished - 1988

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ASJC Scopus subject areas

  • Chemistry(all)

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