Stereoselective approach to potential scaffold of A-nor B-aromatic OSW-1 analogues via [4+2] cycloaddition of o-quinodimethane

Bozhi Li, Seiji Masuda, Daishiro Minato, Dejun Zhou, Kenji Sugimoto, Hideo Nemoto, Yuji Matsuya*

*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

9 被引用数 (Scopus)

抄録

A-nor B-aromatic steroidal skeleton was efficiently constructed by means of o-quinodimethane chemistry with exclusive stereoselectivity. The benzocyclobutene substrate for generation of the o-quinodimethane intermediate and subsequent [4+2] cycloaddition could be synthesized via (E)-selective Julia-Kocienski olefination and diastereoselective Grignard addition reactions. The synthesized tricyclic steroid-like compound with a trans-diol substructure would be utilized for divergent syntheses of potentially antitumor OSW-1 analogues with the truncated steroidal aglycone.

本文言語英語
ページ(範囲)3981-3987
ページ数7
ジャーナルTetrahedron
70
26
DOI
出版ステータス出版済み - 2014/07/01

ASJC Scopus 主題領域

  • 生化学
  • 創薬
  • 有機化学

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