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 - 2013

Fingerprint

Diynes
Lignans
Alcohols
retrojusticidin B
justicidin A

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Concise synthesis of arylnaphthalene lignans by regioselective intramolecular anionic diels-alder reactions of 1,7-diaryl-1,6-diynes. / Kudoh, Takayuki; Shishido, Ai; Ikeda, Kyohei; Saito, Seiki; Ishikawa, Teruhiko.

In: Synlett, Vol. 24, No. 12, ST-2013-U0319-L, 2013, p. 1509-1512.

Research output: Contribution to journalArticle

Kudoh, Takayuki ; Shishido, Ai ; Ikeda, Kyohei ; Saito, Seiki ; Ishikawa, Teruhiko. / Concise synthesis of arylnaphthalene lignans by regioselective intramolecular anionic diels-alder reactions of 1,7-diaryl-1,6-diynes. In: Synlett. 2013 ; Vol. 24, No. 12. pp. 1509-1512.
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AU - Ishikawa, Teruhiko

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