Synthesis of Highly Dehydrogenated Oxoerythrinan Alkaloids, Erytharbine and Crystamidine1,2)

Yoshisuke Tsuda, Jun Toda, Shinzo Hosoi, Fumiyuki Kiuchi, Ryuzo Yamamoto, Takehiro Sano

研究成果: Article査読

3 被引用数 (Scopus)

抄録

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation of 3,8-dioxoerythrinan-l(6)-enes in dioxane gave the ring B dehydrogenated products, the 1,6-dienones, while oxidation in benzene gave the fully dehydrogenated products, the 1,6,10-trienones. The same trienones were obtained by DDQ oxidation of the 1,6-dienones in bezene. On the contrary, oxidation of the isomeric enone, 3,8-dioxoerythrinan-1-ene, in either dioxane or benzene gave the ring C dehydrogenated product, the 1,10-dienone. The 1,6,10-trienones were transformed to the highly dehydrogenated 8-oxoerythrinan alkaloids, erytharbine and crystamidine, in racemic forms.

本文言語English
ページ(範囲)965-967
ページ数3
ジャーナルChemical and Pharmaceutical Bulletin
41
5
DOI
出版ステータスPublished - 1993
外部発表はい

ASJC Scopus subject areas

  • 化学 (全般)
  • 創薬

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