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

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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. © 2006 Elsevier Ltd. All rights reserved.

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Grison, C., Olszewski, T. K., Crauste, C., Fruchier, A., Didierjean, C., & Coutrot, P. (2006). Magnesium(II)-coordinated Claisen rearrangement: a direct approach towards ulosonic acid derivatives. Tetrahedron Letters, 47(37), 6583–6586. https://doi.org/10.1016/j.tetlet.2006.07.022

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