Palladium-catalyzed 6-endo-dig oxycyclization-methoxycarbonylation toward the total synthesis of polymaxenolides

Yutaka Matsuda, Takayuki Koyama, Masaya Kato, Tomonori Kawaguchi, Yoko Saikawa, Masaya Nakata

研究成果: Article査読

3 被引用数 (Scopus)

抄録

5-exo-Dig versus 6-endo-dig oxycyclizations of alkynols having an internal triple bond catalyzed by PdCl2, followed by methoxycarbonylation of the resulting vinylpalladium intermediates, are described. With an aim toward the total synthesis of polymaxenolides, a hybrid marine natural product containing a dihydropyran substructure, a model alkynol having the africane-type sesquiterpenoid skeleton was treated with PdCl2 and 1,4-benzoquinone in MeOH under an atmosphere of CO (balloon) to afford the desired 6-endo-dig oxycyclization-methoxycarbonylation product.

本文言語English
ページ(範囲)2134-2148
ページ数15
ジャーナルTetrahedron
71
14
DOI
出版ステータスPublished - 2015 4 8

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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