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Magnesium(II)-coordinated Claisen rearrangement: a direct approach towards ulosonic acid derivatives
Article de revue   Open Access   Avec comité de lecture

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

Claude Grison, Tomasz Krzysztof Olszewski, Céline Crauste, Alain Fruchier, Claude Didierjean et Philippe Coutrot
Tetrahedron Letters, Vol.47(37), pp.6583-6586
2006
DOI: https://doi.org/10.1016/j.tetlet.2006.07.022

Résumé

α-Chloroglycidic esters Disaccharide analogues Ulosonic esters Magnesium dihalide Claisen rearrangement
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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