Radical [3 + 2] cycloaddition reaction with various alkenes using iodomethylcyclopropane derivatives as new homoallyl radical precursors

Osamu Kitagawa, Yoichiro Yamada, Hiroki Fujiwara, Takeo Taguchi

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

Radical iodine atom transfer [3 + 2] cycloaddition with various alkenes using dimethyl 2-(iodomethyl) cyclopropane-1,1-dicarboxylate and 1,1-bis(phenylsulfonyl)-2-(iodomethyl)cyclopropane as new precursors of a homoallyl radical species smoothly proceeds to give functionalized cyclopentane derivatives in good yields.

Original languageEnglish
Pages (from-to)922-927
Number of pages6
JournalJournal of Organic Chemistry
Volume67
Issue number3
DOIs
Publication statusPublished - 2002 Feb 8
Externally publishedYes

Fingerprint

Cycloaddition
Alkenes
Derivatives
Cyclopentanes
Iodine
Atoms
cyclopropane

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Radical [3 + 2] cycloaddition reaction with various alkenes using iodomethylcyclopropane derivatives as new homoallyl radical precursors. / Kitagawa, Osamu; Yamada, Yoichiro; Fujiwara, Hiroki; Taguchi, Takeo.

In: Journal of Organic Chemistry, Vol. 67, No. 3, 08.02.2002, p. 922-927.

Research output: Contribution to journalArticle

@article{0349c21a320448dda91dfc3956f11305,
title = "Radical [3 + 2] cycloaddition reaction with various alkenes using iodomethylcyclopropane derivatives as new homoallyl radical precursors",
abstract = "Radical iodine atom transfer [3 + 2] cycloaddition with various alkenes using dimethyl 2-(iodomethyl) cyclopropane-1,1-dicarboxylate and 1,1-bis(phenylsulfonyl)-2-(iodomethyl)cyclopropane as new precursors of a homoallyl radical species smoothly proceeds to give functionalized cyclopentane derivatives in good yields.",
author = "Osamu Kitagawa and Yoichiro Yamada and Hiroki Fujiwara and Takeo Taguchi",
year = "2002",
month = "2",
day = "8",
doi = "10.1021/jo010950i",
language = "English",
volume = "67",
pages = "922--927",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "3",

}

TY - JOUR

T1 - Radical [3 + 2] cycloaddition reaction with various alkenes using iodomethylcyclopropane derivatives as new homoallyl radical precursors

AU - Kitagawa, Osamu

AU - Yamada, Yoichiro

AU - Fujiwara, Hiroki

AU - Taguchi, Takeo

PY - 2002/2/8

Y1 - 2002/2/8

N2 - Radical iodine atom transfer [3 + 2] cycloaddition with various alkenes using dimethyl 2-(iodomethyl) cyclopropane-1,1-dicarboxylate and 1,1-bis(phenylsulfonyl)-2-(iodomethyl)cyclopropane as new precursors of a homoallyl radical species smoothly proceeds to give functionalized cyclopentane derivatives in good yields.

AB - Radical iodine atom transfer [3 + 2] cycloaddition with various alkenes using dimethyl 2-(iodomethyl) cyclopropane-1,1-dicarboxylate and 1,1-bis(phenylsulfonyl)-2-(iodomethyl)cyclopropane as new precursors of a homoallyl radical species smoothly proceeds to give functionalized cyclopentane derivatives in good yields.

UR - http://www.scopus.com/inward/record.url?scp=0037039937&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037039937&partnerID=8YFLogxK

U2 - 10.1021/jo010950i

DO - 10.1021/jo010950i

M3 - Article

C2 - 11856038

AN - SCOPUS:0037039937

VL - 67

SP - 922

EP - 927

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 3

ER -