α,β-epoxy vinyl triflates in Pd-catalyzed reactions

Kana Yamamoto; Clayton H. Heathcock

doi:10.1021/ol000064e

α,β-epoxy vinyl triflates in Pd-catalyzed reactions

Kana Yamamoto, Clayton H. Heathcock^*

^*この研究の対応する著者

研究成果: Article › 査読

20 被引用数 (Scopus)

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(matrix presented) Reactions of steroidal αβ-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd⁰ into the C-O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.

本文言語	English
ページ（範囲）	1709-1712
ページ数	4
ジャーナル	Organic Letters
巻	2
号	12
DOI	https://doi.org/10.1021/ol000064e
出版ステータス	Published - 2000 6月 15
外部発表	はい

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

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10.1021/ol000064e

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abstract = "(matrix presented) Reactions of steroidal αβ-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd0 into the C-O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.",

author = "Kana Yamamoto and Heathcock, {Clayton H.}",

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AU - Heathcock, Clayton H.

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N2 - (matrix presented) Reactions of steroidal αβ-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd0 into the C-O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.

AB - (matrix presented) Reactions of steroidal αβ-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd0 into the C-O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.

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α,β-epoxy vinyl triflates in Pd-catalyzed reactions

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