Synthesis of dibarrelane, a dibicyclo[2.2.2]octane hydrocarbon

Takahiro Suzuki; Hiroshi Okuyama; Atsuhiro Takano; Shinya Suzuki; Isao Shimizu; Susumu Kobayashi

doi:10.1021/jo5003455

Synthesis of dibarrelane, a dibicyclo[2.2.2]octane hydrocarbon

Takahiro Suzuki^*, Hiroshi Okuyama, Atsuhiro Takano, Shinya Suzuki, Isao Shimizu, Susumu Kobayashi

^*この研究の対応する著者

早稲田大学

研究成果: Article › 査読

4 被引用数 (Scopus)

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The synthesis of a novel hydrocarbon, dibarrelane, has been accomplished in 11 steps via an intramolecular REDDA reaction of a masked o-benzoquinone, followed by Clemmensen reduction and Barton decarboxylation. The twisted structure of the tetracyclic dibarrelane skeleton was also clarified via X-ray crystallography. Finally, it was proposed that dibarrelane has C₂ symmetry rather than C_2v symmetry.

本文言語	English
ページ（範囲）	2803-2808
ページ数	6
ジャーナル	Journal of Organic Chemistry
巻	79
号	6
DOI	https://doi.org/10.1021/jo5003455
出版ステータス	Published - 2014 3月 21

ASJC Scopus subject areas

有機化学

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10.1021/jo5003455

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abstract = "The synthesis of a novel hydrocarbon, dibarrelane, has been accomplished in 11 steps via an intramolecular REDDA reaction of a masked o-benzoquinone, followed by Clemmensen reduction and Barton decarboxylation. The twisted structure of the tetracyclic dibarrelane skeleton was also clarified via X-ray crystallography. Finally, it was proposed that dibarrelane has C2 symmetry rather than C2v symmetry.",

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AU - Takano, Atsuhiro

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AU - Shimizu, Isao

AU - Kobayashi, Susumu

PY - 2014/3/21

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Synthesis of dibarrelane, a dibicyclo[2.2.2]octane hydrocarbon

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