Synthesis of octahydrobenzo[b]furans using tandem conjugate addition reactions initiated by oxygen nucleophile

Takayuki Yakura, Seiji Yamada, Mari Shima, Masae Iwamoto, Masazumi Ikeda*

*この論文の責任著者

研究成果: ジャーナルへの寄稿学術論文査読

12 被引用数 (Scopus)

抄録

When 1-nitrocyclohexene (1) was treated with methyl 4-hydroxy-2- butynoate (2) in the presence of potassium tert-butoxide in tetrahydrofuran- tert-butanol at 0°C for 10 min, a tandem conjugate addition product, methyl cis-3a-nitrooctahydrobenzo[b]furan-Δ(3.α)-acetate (3a), was obtained in quantitative yield as a 55:45 mixture of the (Z)- and (E)-isomers. The scope and limitations of this reaction were examined. Some transformation reactions of 3a are also described.

本文言語英語
ページ(範囲)744-748
ページ数5
ジャーナルChemical and Pharmaceutical Bulletin
46
5
DOI
出版ステータス出版済み - 1998

ASJC Scopus 主題領域

  • 化学一般
  • 創薬

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