Total synthesis of (+)-vibsanin A

Ken Ichi Takao, Kohei Tsunoda, Takuya Kurisu, Akihiro Sakama, Yoshiyasu Nishimura, Keisuke Yoshida, Kin Ichi Tadano

研究成果: Article査読

16 被引用数 (Scopus)

抄録

The first total synthesis of (+)-vibsanin A, an 11-membered vibsane diterpenoid, was achieved, unambiguously establishing its relative and absolute stereochemistry. Highlights of the synthesis include the stereoselective formation of an all-carbon quaternary stereocenter by a zinc-mediated Barbier-type allylation in an aqueous medium, and the efficient construction of an 11-membered ring skeleton by a combination of an intramolecular Nozaki-Hiyama-Kishi (NHK) reaction and a Mitsunobu reaction.

本文言語English
ページ(範囲)756-759
ページ数4
ジャーナルOrganic Letters
17
3
DOI
出版ステータスPublished - 2015 2 6

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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