Synthesis of α- and/or γ-benzoyloxy-α,β-enones from α-halo-α,β-enones

Yujiro Hayashi; Mitsuru Shoji; Satoshi Kishida

doi:10.1016/j.tetlet.2004.11.119

Synthesis of α- and/or γ-benzoyloxy-α,β-enones from α-halo-α,β-enones

Yujiro Hayashi, Mitsuru Shoji, Satoshi Kishida

研究成果: Article › 査読

10 被引用数 (Scopus)

抄録

Sodium benzoate reacts with α-halo-α,β-enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxylated α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent. Sodium benzoate reacts with α-halo-α,β- enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxy-α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent.

本文言語	English
ページ（範囲）	681-685
ページ数	5
ジャーナル	Tetrahedron Letters
巻	46
号	4
DOI	https://doi.org/10.1016/j.tetlet.2004.11.119
出版ステータス	Published - 2005 1月 24
外部発表	はい

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/j.tetlet.2004.11.119

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title = "Synthesis of α- and/or γ-benzoyloxy-α,β-enones from α-halo-α,β-enones",

abstract = "Sodium benzoate reacts with α-halo-α,β-enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxylated α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent. Sodium benzoate reacts with α-halo-α,β- enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxy-α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent.",

keywords = "Ammonium salt, Crown ether, Enones, Substitution",

author = "Yujiro Hayashi and Mitsuru Shoji and Satoshi Kishida",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.",

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T1 - Synthesis of α- and/or γ-benzoyloxy-α,β-enones from α-halo-α,β-enones

AU - Hayashi, Yujiro

AU - Shoji, Mitsuru

AU - Kishida, Satoshi

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2005/1/24

Y1 - 2005/1/24

N2 - Sodium benzoate reacts with α-halo-α,β-enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxylated α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent. Sodium benzoate reacts with α-halo-α,β- enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxy-α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent.

AB - Sodium benzoate reacts with α-halo-α,β-enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxylated α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent. Sodium benzoate reacts with α-halo-α,β- enones in the presence of tetrabutylammonium hydrogensulfate or 18-Crown-6 to afford α- and/or γ-benzoyloxy-α,β-enones in good yield. The α/γ and γ/γ′ selectivities are dependent on the substrate and reagent.

KW - Ammonium salt

KW - Crown ether

KW - Enones

KW - Substitution

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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Synthesis of α- and/or γ-benzoyloxy-α,β-enones from α-halo-α,β-enones

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