Stereospecific Decarboxylative Nazarov Cyclization Mediated by Carbon Dioxide for the Preparation of Highly Substituted 2-Cyclopentenones

Keiichi Komatsuki, Yuta Sadamitsu, Kohei Sekine, Kodai Saito, Tohru Yamada

研究成果: ジャーナルへの寄稿記事

21 引用 (Scopus)

抄録

Highly substituted 2-cyclopentenones were stereospecifically and regioselectively constructed with high catalytic efficiency through Lewis-acid catalyzed decarboxylative Nazarov cyclization of the cyclic carbonate derivative, which is prepared by reacting the propargyl alcohol with carbon dioxide in the presence of a silver catalyst. The stereochemistry of the 2-cyclopentenone is strictly controlled by the geometry of the alkene in the starting material. This method is applicable for various substrates.

元の言語英語
ページ(範囲)11594-11598
ページ数5
ジャーナルAngewandte Chemie - International Edition
56
発行部数38
DOI
出版物ステータス出版済み - 1 1 2017

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Stereochemistry
Cyclization
Carbon Dioxide
Olefins
Carbonates
Carbon dioxide
Silver
Alcohols
Derivatives
Lewis Acids
Catalysts
Acids
Geometry
Alkenes
Substrates
cyclopentenone
propargyl alcohol

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

これを引用

Stereospecific Decarboxylative Nazarov Cyclization Mediated by Carbon Dioxide for the Preparation of Highly Substituted 2-Cyclopentenones. / Komatsuki, Keiichi; Sadamitsu, Yuta; Sekine, Kohei; Saito, Kodai; Yamada, Tohru.

:: Angewandte Chemie - International Edition, 巻 56, 番号 38, 01.01.2017, p. 11594-11598.

研究成果: ジャーナルへの寄稿記事

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abstract = "Highly substituted 2-cyclopentenones were stereospecifically and regioselectively constructed with high catalytic efficiency through Lewis-acid catalyzed decarboxylative Nazarov cyclization of the cyclic carbonate derivative, which is prepared by reacting the propargyl alcohol with carbon dioxide in the presence of a silver catalyst. The stereochemistry of the 2-cyclopentenone is strictly controlled by the geometry of the alkene in the starting material. This method is applicable for various substrates.",
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AU - Saito, Kodai

AU - Yamada, Tohru

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