Syntheses of a pyrrolidine analog of a tetrahydrofuran containing acetogenin, cis-solamin

Kouji Ohnishi, Haruka Sakurai, Kazuya Kobayashi, Hidefumi Makabe, Kenta Teruya, Kenichi Akaji, Yasunao Hattori

研究成果: Article査読

5 被引用数 (Scopus)

抄録

Practical synthesis of a pyrrolidine analog of a mono-THF acetogenin as a proto-type analog to evaluate the effect of a heteroatom in the mono-THF ring of acetogenins was achieved using Pd(II)-catalyzed diastereo-selective cyclization. Ligand-less PdCl 2 catalyzed cyclization yielded the desired pyrrolidine derivative as a single major product having the desired relative configurations. Coupling of the pyrrolidine fragment with a known γ-lactone-containing fragment via a Sonogashira cross-coupling reaction yielded the desired aza-cis-solamin analog.

本文言語English
ページ(範囲)573-582
ページ数10
ジャーナルHeterocycles
91
3
DOI
出版ステータスPublished - 2015
外部発表はい

ASJC Scopus subject areas

  • 分析化学
  • 薬理学
  • 有機化学

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