Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor: One-step synthesis of bicyclo[3.3.0]octane derivatives

Osamu Kitagawa; Yoichiro Yamada; Atsushi Sugawara; Takeo Taguchi

doi:10.1021/ol025583r

Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor: One-step synthesis of bicyclo[3.3.0]octane derivatives

Osamu Kitagawa, Yoichiro Yamada, Atsushi Sugawara, Takeo Taguchi

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

(equation presented) Radical cascade reaction with various 1,4-dienes and 1,4-enynes using dimethyl 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor smoothly proceeds through an iodine atom transfer mechanism to give functionalized bicyclo[3.3.0]octane derivatives in good yields.

Original language	English
Pages (from-to)	1011-1013
Number of pages	3
Journal	Organic Letters
Volume	4
Issue number	6
DOIs	https://doi.org/10.1021/ol025583r
Publication status	Published - 2002 Mar 21
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol025583r

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Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor : One-step synthesis of bicyclo[3.3.0]octane derivatives. / Kitagawa, Osamu; Yamada, Yoichiro; Sugawara, Atsushi; Taguchi, Takeo.

In: Organic Letters, Vol. 4, No. 6, 21.03.2002, p. 1011-1013.

Research output: Contribution to journal › Article › peer-review

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title = "Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor: One-step synthesis of bicyclo[3.3.0]octane derivatives",

abstract = "(equation presented) Radical cascade reaction with various 1,4-dienes and 1,4-enynes using dimethyl 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor smoothly proceeds through an iodine atom transfer mechanism to give functionalized bicyclo[3.3.0]octane derivatives in good yields.",

author = "Osamu Kitagawa and Yoichiro Yamada and Atsushi Sugawara and Takeo Taguchi",

year = "2002",

month = mar,

day = "21",

doi = "10.1021/ol025583r",

language = "English",

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journal = "Organic Letters",

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T2 - One-step synthesis of bicyclo[3.3.0]octane derivatives

AU - Kitagawa, Osamu

AU - Yamada, Yoichiro

AU - Sugawara, Atsushi

AU - Taguchi, Takeo

PY - 2002/3/21

Y1 - 2002/3/21

N2 - (equation presented) Radical cascade reaction with various 1,4-dienes and 1,4-enynes using dimethyl 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor smoothly proceeds through an iodine atom transfer mechanism to give functionalized bicyclo[3.3.0]octane derivatives in good yields.

AB - (equation presented) Radical cascade reaction with various 1,4-dienes and 1,4-enynes using dimethyl 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor smoothly proceeds through an iodine atom transfer mechanism to give functionalized bicyclo[3.3.0]octane derivatives in good yields.

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Radical cascade reaction with 1,4-dienes and 1,4-enynes using 2-(iodomethyl)cyclopropane-1,1-dicarboxylate as a homoallyl radical precursor: One-step synthesis of bicyclo[3.3.0]octane derivatives

Abstract

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