De novo synthesis of sugar-aza-crown ethers via a domino Staudinger aza-Wittig reaction |
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| Authors: | Ménand Mickaël Blais Jean-Claude Valéry Jean-Marc Xie Juan |
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| Institution: | Synthèse, Structure et Fonction des Molécules Bioactives, CNRS UMR 7613, Université Pierre et Marie Curie, 4 Place Jussieu, F-75005 Paris, France. |
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| Abstract: | A short and highly efficient route to sugar-aza-crown (SAC) ethers has been developed. The key step of the transformation is a one-pot cyclodimerization of C-glycosyl azido aldehydes via a domino Staudinger aza-Wittig reaction. This process allows the preparation of various orthogonally protected SAC ethers, from both alpha- and beta-C-glycosyl azido aldehydes. |
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