Stereocontrolled synthesis of ABC tricycle of solanoeclepin a

Masaatsu Adachi, Mai Torii, Toshio Nishikawa

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

A tricyclic compound possessing oxabicyclo[2.2.1]heptane and seven-membered ring of solanoeclepin A, the most active hatching agent of potato cyst nematode, was synthesized from d-pantolactone. The synthesis features a tin-mediated 6-exo-trig radical cyclization followed by iodoetherification and ring-closing enyne metathesis.

Original languageEnglish
Article number658
Pages (from-to)965-969
Number of pages5
JournalSynlett
Volume26
Issue number7
DOIs
Publication statusPublished - 2015 Apr 1
Externally publishedYes

Keywords

  • enyne metathesis
  • iodoetherification
  • natural products
  • radical cyclization
  • solanoeclepin A

ASJC Scopus subject areas

  • Organic Chemistry

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