Stereoselective Iodine Atom Transfer [3 + 2] Cycloaddition Reaction with Alkenes Using Unsymmetrical Allylated Active Methine Radicals

Osamu Kitagawa; Shinsaku Miyaji; Chiseko Sakuma; Takeo Taguchi

doi:10.1021/jo035771a

Stereoselective Iodine Atom Transfer [3 + 2] Cycloaddition Reaction with Alkenes Using Unsymmetrical Allylated Active Methine Radicals

Osamu Kitagawa, Shinsaku Miyaji, Chiseko Sakuma, Takeo Taguchi

研究成果: Article › 査読

10 被引用数 (Scopus)

抄録

Treatment of 1-diethylphosphonyl- or 1-phenyl-sulfonyl-2-(iodomethyl)cyclopropane-l-carboxylate with Et₃B leads to an unsymmetrical allylated active methine radical species that gives functionalized cyclopentane derivatives with high stereoselectivity through iodine atom transfer [3 + 2] cycloaddition reaction with alkenes.

本文言語	English
ページ（範囲）	2607-2610
ページ数	4
ジャーナル	Journal of Organic Chemistry
巻	69
号	7
DOI	https://doi.org/10.1021/jo035771a
出版ステータス	Published - 2004 4 2
外部発表	はい

ASJC Scopus subject areas

有機化学

文献へのアクセス

10.1021/jo035771a

他のファイルとリンク

フィンガープリント

「Stereoselective Iodine Atom Transfer [3 + 2] Cycloaddition Reaction with Alkenes Using Unsymmetrical Allylated Active Methine Radicals」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル

@article{e92a2707f137481fb7c636274065e243,

title = "Stereoselective Iodine Atom Transfer [3 + 2] Cycloaddition Reaction with Alkenes Using Unsymmetrical Allylated Active Methine Radicals",

abstract = "Treatment of 1-diethylphosphonyl- or 1-phenyl-sulfonyl-2-(iodomethyl)cyclopropane-l-carboxylate with Et3B leads to an unsymmetrical allylated active methine radical species that gives functionalized cyclopentane derivatives with high stereoselectivity through iodine atom transfer [3 + 2] cycloaddition reaction with alkenes.",

author = "Osamu Kitagawa and Shinsaku Miyaji and Chiseko Sakuma and Takeo Taguchi",

year = "2004",

month = apr,

day = "2",

doi = "10.1021/jo035771a",

language = "English",

volume = "69",

pages = "2607--2610",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Stereoselective Iodine Atom Transfer [3 + 2] Cycloaddition Reaction with Alkenes Using Unsymmetrical Allylated Active Methine Radicals

AU - Kitagawa, Osamu

AU - Miyaji, Shinsaku

AU - Sakuma, Chiseko

AU - Taguchi, Takeo

PY - 2004/4/2

Y1 - 2004/4/2

N2 - Treatment of 1-diethylphosphonyl- or 1-phenyl-sulfonyl-2-(iodomethyl)cyclopropane-l-carboxylate with Et3B leads to an unsymmetrical allylated active methine radical species that gives functionalized cyclopentane derivatives with high stereoselectivity through iodine atom transfer [3 + 2] cycloaddition reaction with alkenes.

AB - Treatment of 1-diethylphosphonyl- or 1-phenyl-sulfonyl-2-(iodomethyl)cyclopropane-l-carboxylate with Et3B leads to an unsymmetrical allylated active methine radical species that gives functionalized cyclopentane derivatives with high stereoselectivity through iodine atom transfer [3 + 2] cycloaddition reaction with alkenes.

UR - http://www.scopus.com/inward/record.url?scp=1842607534&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=1842607534&partnerID=8YFLogxK

U2 - 10.1021/jo035771a

DO - 10.1021/jo035771a

M3 - Article

C2 - 15049671

AN - SCOPUS:1842607534

VL - 69

SP - 2607

EP - 2610

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 7

ER -