Abstract
The reactions of methylmanganese iodide with levoglucosenone, its dihydro derivative, and 1.6-anhydro-3-deoxy-4-O-methyl-β-d-erythro-hexopyran-2-ulose were found to be highly diastereoselective compared to the reactions of Li-, Mg-, and Cu-based reagents. This specific feature of the manganese reagent is due to the enhanced tendency of manganese for chelation.
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Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1240–1243, July, 2000.
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Tsypysheva, I.P., Valeev, F.A., Vasil'eva, E.V. et al. Stereochemical differentiation in the reactions of organometallic reagents with levoglucosenone and some of its dihydro derivatives. Russ Chem Bull 49, 1237–1240 (2000). https://doi.org/10.1007/BF02495766
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DOI: https://doi.org/10.1007/BF02495766