Preparation and optical resolution of a new helical lactone carrying the 2,8-dioxabicyclo[3.3.0]octane ring system

Makoto Yamaye; Yusuke Ikeda; Namiko Cho; Yoshinori Miura; Tetsutaro Yoshinaga; Katsuya Mukae; Toshiaki Tsuru

doi:10.3987/COM-03-9919

Preparation and optical resolution of a new helical lactone carrying the 2,8-dioxabicyclo[3.3.0]octane ring system

Makoto Yamaye, Yusuke Ikeda, Namiko Cho, Yoshinori Miura, Tetsutaro Yoshinaga, Katsuya Mukae, Toshiaki Tsuru

中央分析センター

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

4 被引用数 (Scopus)

抄録

A new overcrowded lactone (3) carrying the 2,8-dioxabicyclo[3.3.0]octane ring system was prepared by a simple treatment of tetraol (1) (prepared from 2,7-dihydroxynaphthalene and glyoxal) with 3,5-xylenol, and readily resolved into its enantiomers having a specific rotation of >800Θ (absolute value). A preliminary experiment demonstrated that 3 would be a promising resolving agent.

本文言語	英語
ページ（範囲）	137-143
ページ数	7
ジャーナル	Heterocycles
巻	63
号	1
DOI	https://doi.org/10.3987/COM-03-9919
出版ステータス	出版済み - 1月 1 2004

!!!All Science Journal Classification (ASJC) codes

分析化学
薬理学
有機化学

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10.3987/COM-03-9919

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author = "Makoto Yamaye and Yusuke Ikeda and Namiko Cho and Yoshinori Miura and Tetsutaro Yoshinaga and Katsuya Mukae and Toshiaki Tsuru",

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doi = "10.3987/COM-03-9919",

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T1 - Preparation and optical resolution of a new helical lactone carrying the 2,8-dioxabicyclo[3.3.0]octane ring system

AU - Yamaye, Makoto

AU - Ikeda, Yusuke

AU - Cho, Namiko

AU - Miura, Yoshinori

AU - Yoshinaga, Tetsutaro

AU - Mukae, Katsuya

AU - Tsuru, Toshiaki

PY - 2004/1/1

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AB - A new overcrowded lactone (3) carrying the 2,8-dioxabicyclo[3.3.0]octane ring system was prepared by a simple treatment of tetraol (1) (prepared from 2,7-dihydroxynaphthalene and glyoxal) with 3,5-xylenol, and readily resolved into its enantiomers having a specific rotation of >800Θ (absolute value). A preliminary experiment demonstrated that 3 would be a promising resolving agent.

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Preparation and optical resolution of a new helical lactone carrying the 2,8-dioxabicyclo[3.3.0]octane ring system

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!!!All Science Journal Classification (ASJC) codes

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