Total synthesis of plagiochins C and D, macrocyclic bis(bibenzyl) constituents of plagiochila acantophylla

György M. Keserü, Gabriella Mezey-Vándor, Mihály Nógrádi, Borbála Vermes, Mária Kajtár-Peredy

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33 Citations (Scopus)

Abstract

Plagiochins C (3) and D (4) were synthesized by convergent schemes. Rings C and B were joined by Ullman ether synthesis, the arylaryl bond between rings A and D was formed by Pd(0)-catalysed coupling of an arylboronic acid (ring D) and a bromobenzoic ester (ring A). Rings C and D were linked by the Wittig reaction, while final ring closure was effected by tetraphenylethene assisted Wurtz reaction.

Original languageEnglish
Pages (from-to)913-922
Number of pages10
JournalTetrahedron
Volume48
Issue number5
DOIs
Publication statusPublished - 1992

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Keywords

  • Wurtz reaction.
  • bis(bibenzyls)
  • macrocycles
  • plagiochins
  • synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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