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

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 languageEnglish
Pages (from-to)1011-1013
Number of pages3
JournalOrganic Letters
Volume4
Issue number6
DOIs
Publication statusPublished - 2002 Mar 21
Externally publishedYes

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cyclopropane
octanes
dienes
Iodine
cascades
Derivatives
Atoms
synthesis
iodine
atoms
octane

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

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

Kitagawa, O, Yamada, Y, Sugawara, A & Taguchi, T 2002, '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', Organic Letters, vol. 4, no. 6, pp. 1011-1013. https://doi.org/10.1021/ol025583r
Kitagawa O, Yamada Y, Sugawara A, Taguchi T. 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. Organic Letters. 2002 Mar 21;4(6):1011-1013. https://doi.org/10.1021/ol025583r
Kitagawa, Osamu ; Yamada, Yoichiro ; Sugawara, Atsushi ; Taguchi, Takeo. / 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. In: Organic Letters. 2002 ; Vol. 4, No. 6. pp. 1011-1013.
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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.",
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AU - Taguchi, Takeo

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