Concise synthesis of arylnaphthalene lignans by regioselective intramolecular anionic diels-alder reactions of 1,7-diaryl-1,6-diynes

Takayuki Kudoh, Ai Shishido, Kyohei Ikeda, Seiki Saito, Teruhiko Ishikawa

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Total synthesis of phyllamycin A and C, justicidin B, and retrojusticidin B from simple arylalkynyl alcohols and (3,4-methylenedioxyphenyl)propynal was accomplished in 4-5 steps by employing an intramolecular anionic Diels-Alder reaction as the key step.

Original languageEnglish
Article numberST-2013-U0319-L
Pages (from-to)1509-1512
Number of pages4
JournalSynlett
Volume24
Issue number12
DOIs
Publication statusPublished - Jun 24 2013

Keywords

  • Diels-Alder reaction
  • carbanions
  • lignan
  • natural products
  • total synthesis

ASJC Scopus subject areas

  • Organic Chemistry

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