Asymmetric Synthesis of Cyclopentene Compounds Containing All-Carbon Quaternary Stereocenters by (3 + 2) Cycloaddition and Its Application in the Formal Synthesis of (R)-(-)-Puraquinonic Acid

Miho Oga, Yusei Takamatsu, Akihiro Ogura, Ken Ichi Takao

研究成果: Article査読

1 被引用数 (Scopus)

抄録

A highly stereoselective (3 + 2) cycloaddition for the asymmetric synthesis of versatile cyclopentene compounds containing all-carbon quaternary stereocenters was developed. The phosphine-catalyzed reactions of alkynoates with α-alkylated electron-deficient alkenes bearing Oppolzer's camphorsultam showed high to excellent diastereoselectivities and perfect regioselectivities. The usefulness of this reaction was demonstrated in the concise formal synthesis of (R)-(-)-puraquinonic acid.

本文言語English
ページ(範囲)8788-8795
ページ数8
ジャーナルJournal of Organic Chemistry
87
13
DOI
出版ステータスPublished - 2022 7月 1

ASJC Scopus subject areas

  • 有機化学

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「Asymmetric Synthesis of Cyclopentene Compounds Containing All-Carbon Quaternary Stereocenters by (3 + 2) Cycloaddition and Its Application in the Formal Synthesis of (R)-(-)-Puraquinonic Acid」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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