Selective γ-1,4 addition of methoxyallylcopper to enone

Methylallylether is deprotonated by sec-butyllithium and treated with copper (I) iodide in dimethylsulfide to afford the corresponding allylcopper reagent. This ambident nucleophile adds in highly γ-1,4 selectivity to several enones and the corresponding ketoenolethers are obtained in good yields. G...

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Bibliographic Details
Published in:Tetrahedron letters 1999-02, Vol.40 (7), p.1313-1314
Main Authors: Berrien, Jean-François, Raymond, Marie-Noëlle, Moskowitz, Henri, Mayrargue, Joëlle
Format: Article
Language:English
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Summary:Methylallylether is deprotonated by sec-butyllithium and treated with copper (I) iodide in dimethylsulfide to afford the corresponding allylcopper reagent. This ambident nucleophile adds in highly γ-1,4 selectivity to several enones and the corresponding ketoenolethers are obtained in good yields. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)02671-9