Enantioselective total synthesis of (-)-FR182877

Natsumi Tanaka Suzuki, Takahiro Suzuki, Takehiko Matsumura, Yousuke Hosoya, Tomoyuki Nakazato, Masahisa Nakada

研究成果: Article査読

1 被引用数 (Scopus)

抄録

An enantioselective total syntfiesis of (-)-FR182877 is described. This total synthesis features 1) the one-pot stereoselective tandem IMDA-IMHDA reaction which affords the tetracyclic compound including the ABCD ring system of (-)-FR182877 with the correct new seven stereogenie centers, 2) the palladium-mediated 7-exo-trig intramolecular Heck reaction for the construction of the highly strained seven-membefed F-ring, and 3) the iridium-mediated isomerization of the allylic alcohol to the a-methyl ketone followed by epimerization and the stereoselective reduction to furnish all the stereogenic centers of (-)-FR182877.

本文言語English
ページ(範囲)646-660
ページ数15
ジャーナルYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
69
6
DOI
出版ステータスPublished - 2011 6 1

ASJC Scopus subject areas

  • Organic Chemistry

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