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

Osamu Kitagawa, Shinsaku Miyaji, Chiseko Sakuma, Takeo Taguchi

Research output: Contribution to journalArticle

10 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2607-2610
Number of pages4
JournalJournal of Organic Chemistry
Volume69
Issue number7
DOIs
Publication statusPublished - 2004 Apr 2
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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