Palladium-catalyzed ring-opening reactions of 1-acetyl-4-vinyl-2-azetidinones and 1-sulfonyl-2-vinylazetidines. Role of intramolecular participation of amide anion

Akiharu Satake; Hideo Ishii; Isao Shimizu; Yoichi Inoue; Hajime Hasegawa; Akio Yamamoto

doi:10.1016/0040-4020(95)00217-V

Palladium-catalyzed ring-opening reactions of 1-acetyl-4-vinyl-2-azetidinones and 1-sulfonyl-2-vinylazetidines. Role of intramolecular participation of amide anion

Akiharu Satake, Hideo Ishii, Isao Shimizu, Yoichi Inoue, Hajime Hasegawa, Akio Yamamoto

早稲田大学

研究成果: Article

16 引用（Scopus）

抜粋

Ring opening reactions of 1-acetyl-4-vinyl-2-azetidinones in the presence of palladium(0)-n-Bu₃P catalyst gave 2,4-pentadienamides in good yields, whereas 2-substituted-1,3-dienes were produced by the reaction of 1-sulfonyl-2-vinyl-2-methylazetidines. Ring opening dimerization took place to give 1,7-ditrifluoromethanesulfonyl-1,7-diazacyclododecane in the reaction of 1-trifluoromethanesulfonyl-2-vinylazetidine.

元の言語	English
ページ（範囲）	5331-5340
ページ数	10
ジャーナル	Tetrahedron
巻	51
発行部数	18
DOI	https://doi.org/10.1016/0040-4020(95)00217-V
出版物ステータス	Published - 1995 5 1

フィンガープリント

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

これを引用

Satake, A., Ishii, H., Shimizu, I., Inoue, Y., Hasegawa, H., & Yamamoto, A. (1995). Palladium-catalyzed ring-opening reactions of 1-acetyl-4-vinyl-2-azetidinones and 1-sulfonyl-2-vinylazetidines. Role of intramolecular participation of amide anion. Tetrahedron, 51(18), 5331-5340. https://doi.org/10.1016/0040-4020(95)00217-V

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abstract = "Ring opening reactions of 1-acetyl-4-vinyl-2-azetidinones in the presence of palladium(0)-n-Bu3P catalyst gave 2,4-pentadienamides in good yields, whereas 2-substituted-1,3-dienes were produced by the reaction of 1-sulfonyl-2-vinyl-2-methylazetidines. Ring opening dimerization took place to give 1,7-ditrifluoromethanesulfonyl-1,7-diazacyclododecane in the reaction of 1-trifluoromethanesulfonyl-2-vinylazetidine.",

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AU - Satake, Akiharu

AU - Ishii, Hideo

AU - Shimizu, Isao

AU - Inoue, Yoichi

AU - Hasegawa, Hajime

AU - Yamamoto, Akio

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AB - Ring opening reactions of 1-acetyl-4-vinyl-2-azetidinones in the presence of palladium(0)-n-Bu3P catalyst gave 2,4-pentadienamides in good yields, whereas 2-substituted-1,3-dienes were produced by the reaction of 1-sulfonyl-2-vinyl-2-methylazetidines. Ring opening dimerization took place to give 1,7-ditrifluoromethanesulfonyl-1,7-diazacyclododecane in the reaction of 1-trifluoromethanesulfonyl-2-vinylazetidine.

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文献にアクセス

10.1016/0040-4020(95)00217-V