Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers: Striking preference over the competing [1,2]-wittig shift

Katsuhiko Tomooka; Manabu Harada; Takayuki Hanji; Takeshi Nakai

doi:10.1246/cl.2000.1394

Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers: Striking preference over the competing [1,2]-wittig shift

Katsuhiko Tomooka, Manabu Harada, Takayuki Hanji, Takeshi Nakai

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

6 被引用数 (Scopus)

抄録

Treatment of benzyl γ-(trimethylsilyl)propargyl ether with n-BuLi is shown to afford the rarely precedent ortho-[2,3]-Wittig product in remarkable preference to the [1,2]-Wittig product. The factors governing the periselectivity in this type of carbanion rearrangement are discussed.

本文言語	英語
ページ（範囲）	1394-1395
ページ数	2
ジャーナル	Chemistry Letters
号	12
DOI	https://doi.org/10.1246/cl.2000.1394
出版ステータス	出版済み - 2000
外部発表	はい

!!!All Science Journal Classification (ASJC) codes

化学 (全般)

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10.1246/cl.2000.1394

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title = "Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers: Striking preference over the competing [1,2]-wittig shift",

abstract = "Treatment of benzyl γ-(trimethylsilyl)propargyl ether with n-BuLi is shown to afford the rarely precedent ortho-[2,3]-Wittig product in remarkable preference to the [1,2]-Wittig product. The factors governing the periselectivity in this type of carbanion rearrangement are discussed.",

author = "Katsuhiko Tomooka and Manabu Harada and Takayuki Hanji and Takeshi Nakai",

year = "2000",

doi = "10.1246/cl.2000.1394",

language = "English",

pages = "1394--1395",

journal = "Chemistry Letters",

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publisher = "The Chemical Society of Japan",

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T1 - Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers

T2 - Striking preference over the competing [1,2]-wittig shift

AU - Tomooka, Katsuhiko

AU - Harada, Manabu

AU - Hanji, Takayuki

AU - Nakai, Takeshi

PY - 2000

Y1 - 2000

N2 - Treatment of benzyl γ-(trimethylsilyl)propargyl ether with n-BuLi is shown to afford the rarely precedent ortho-[2,3]-Wittig product in remarkable preference to the [1,2]-Wittig product. The factors governing the periselectivity in this type of carbanion rearrangement are discussed.

AB - Treatment of benzyl γ-(trimethylsilyl)propargyl ether with n-BuLi is shown to afford the rarely precedent ortho-[2,3]-Wittig product in remarkable preference to the [1,2]-Wittig product. The factors governing the periselectivity in this type of carbanion rearrangement are discussed.

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U2 - 10.1246/cl.2000.1394

DO - 10.1246/cl.2000.1394

M3 - Article

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JO - Chemistry Letters

JF - Chemistry Letters

IS - 12

ER -

Ortho-[2,3]-wittig rearrangement of benzyl propargyl ethers: Striking preference over the competing [1,2]-wittig shift

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!!!All Science Journal Classification (ASJC) codes

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