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Synthèse De Cétones α, α′-fonctionnalisées Puis D'aldéhydes α-énols Par Ouverture Des α-cyano α-hydroxyméthyl époxydes.

K. Layachi, I. Ariès-Gautron, Michel Guerro, A. Robert
Published 1992 · Chemistry

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Abstract Two synthetic routes to α-enol aldehydes are described. Monosubstituted α-enol aldehydes are obtained via Li 2 NiBr 4 /THF, ring opening of the trisubstituted α-cyano α-hydroxymethyl epoxides while disubstituted α-enol aldehydes are prepared through HX opening of the corresponding tetrasubstituted epoxide alcohols protected as acetate, followed by Ni(OAc) 2 decyanation of the intermediate cyanhydrins and by NaOAc deprotection of the formed α,α′-functionalized ketones.
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