1,4-dioxene in organic synthesis: rapid access to the oxabicyclo

[formula: see text] Oxidation of 2,3-disubstituted 1,4-dioxenes 3 with m-chloroperbenzoic acid in methanol followed by nucleophilic addition of allyltrimethylsilane in the presence of TiCl4 afforded dienes 5, which have been converted to oxabicyclo[4.2.1] nonenes 8 in excellent yield by olefin ring-...

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Published inOrganic letters Vol. 2; no. 8; pp. 1141 - 1143
Main Authors Hanna, I, I, Michaut, V, V
Format Journal Article
LanguageEnglish
Published United States 20.04.2000
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Summary:[formula: see text] Oxidation of 2,3-disubstituted 1,4-dioxenes 3 with m-chloroperbenzoic acid in methanol followed by nucleophilic addition of allyltrimethylsilane in the presence of TiCl4 afforded dienes 5, which have been converted to oxabicyclo[4.2.1] nonenes 8 in excellent yield by olefin ring-closing metathesis reaction.
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ISSN:1523-7052