Convenient route to both enantiomerically pure forms of trans-4,5-dihydroxy-2-cyclopenten-1-one: Efficient synthesis of the neocarzinostatin chromophore core

K. Toyama, S. Iguchi, H. Sakazaki, T. Oishi, M. Hirama

研究成果: ジャーナルへの寄稿学術誌査読

26 被引用数 (Scopus)

抄録

An enantioselective synthesis of an epoxybicyclo[7.3.0]dodecenediyne core system of the neocarzinostatin chromophore has been achieved via intramolecular acetylide addition and palladium-mediated coupling of iodocyclopentene 5 with alkyne 6. The key cyclopentene moiety, trans-4,5-dihydroxy-2-cyclopenten-1-one 7, was conveniently prepared in both enantiomerically pure forms via enzymatic desymmetrization of meso-3,4,5-trans,trans-trihydroxycyclopentene derivatives.

本文言語英語
ページ(範囲)997-1008
ページ数12
ジャーナルBulletin of the Chemical Society of Japan
74
6
DOI
出版ステータス出版済み - 6月 2001
外部発表はい

!!!All Science Journal Classification (ASJC) codes

  • 化学 (全般)

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