Asymmetric Heck reaction-carbanion capture process. Catalytic asymmetric total synthesis of (-)-Δ(9(12))-capnellene

Takashi Ohshima, Katsuji Kagechika, Midori Adachi, Mikiko Sodeoka, Masakatsu Shibasaki

研究成果: Article査読

121 被引用数 (Scopus)

抄録

An asymmetric Heck reaction-carbanion capture process was realized for the first time, making possible the catalytic asymmetric synthesis of various functionalized bicyclo[3.3.0]octane derivatives 6 in up to 94% ee. Sodium bromide had interesting effects on this asymmetric Heck reaction-carbanion capture process, and these effects were useful for improving the enantiomeric excess. Furthermore, the catalytic asymmetric synthesis of (-)-Δ(9(12))-capnellene (7) was achieved for the first time, using 6b as a key intermediate and a radical cyclization as a key step.

本文言語English
ページ(範囲)7108-7116
ページ数9
ジャーナルJournal of the American Chemical Society
118
30
DOI
出版ステータスPublished - 1996 7 31
外部発表はい

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)
  • 生化学
  • コロイド化学および表面化学

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