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Synlett 2000; 2000(11): 1691-1693
DOI: 10.1055/s-2000-7918
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Iodomethylation of Lactones; Application to the Synthesis of 1-Deoxy-1-iodo-2-uloses

Bernard Bessieres* , Christophe Morin
  • *Laboratoire d'Etudes Dynamiques et Structurales de la Sélectivité (UMR CNRS 5616), Université Joseph Fourier, BP 53, 38041 Grenoble Cedex 9, France; Fax +33 (4 76) 5 14 3 82; E-mail: christophe.morin@ujf-grenoble.fr
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Publication Date:
31 December 2000 (online)

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Iodomethyl lithium, when generated from diiodomethane and methyl lithium in toluene, adds to the carbonyl group of lactones; this allows a direct preparation of 1-deoxy-1-iodo-2-uloses from aldonolactones.

diiodomethane - iodomethylation - lactones - uloses - iodinated carbohydrates

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