Magnesium(II)-coordinated Claisen rearrangement: a direct approach towards ulosonic acid derivatives

Abstract : Unprecedented magnesium dihalide-catalysed Claisen rearrangement of 2-alkoxycarbonyl allyl vinyl ethers derived from α-chloroglycidic esters is reported in the glucidic series. A first application of this reaction concerns the stereoselective construction of a disaccharide analogue including a galactosyl and an ulosonic isopropyl ester moieties.
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2006 Grison et al. tet. Lett. ...
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Claude Grison, Tomasz Olszewski, Céline Crauste, Alain Fruchier, Claude Didierjean, et al.. Magnesium(II)-coordinated Claisen rearrangement: a direct approach towards ulosonic acid derivatives. Tetrahedron Letters, Elsevier, 2006, 47 (37), pp.6583-6586. ⟨10.1016/j.tetlet.2006.07.022⟩. ⟨hal-02309971⟩

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