Total Synthesis of Aquayamycin

Shunichi Kusumi, Harunobu Nakayama, Takumi Kobayashi, Hajime Kuriki, Yuka Matsumoto, Daisuke Takahashi, Kazunobu Toshima

研究成果: Article査読

11 被引用数 (Scopus)

抄録

An efficient and practical total synthesis of aquayamycin has been accomplished. The highly oxidized and stereochemically complex tetracyclic ring system was constructed using three key reactions: 1) highly diastereoselective 1,2-addition of C-glycosyl naphthyllithium to a cyclic ketone, 2) indium-mediated site-selective allylation-rearrangement sequence of naphthoquinone, and 3) diastereoselective intramolecular pinacol coupling. This synthetic strategy offers a novel and efficient pathway to prepare aquayamycin-type angucycline antibiotics.

本文言語English
ページ(範囲)18733-18736
ページ数4
ジャーナルChemistry - A European Journal
22
52
DOI
出版ステータスPublished - 2016 12月 23

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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