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Synlett 2000; 2000(9): 1312-1314
DOI: 10.1055/s-2000-7124
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An Efficient Synthesis of 3'-Spiro Sultone Nucleosides Functionalized on the Sultone Moiety Via Pd-Catalyzed Cross-Coupling Reaction

Esther Lobatón* , María-José Camarasa, Sonsoles Velázquez
  • *Instituto de Química Médica (C.S.I.C.), Juan de la Cierva 3, 28006 Madrid, Spain; Fax +34-1-5 64 48 53; E-mail: iqmsv29@iqm.csic.es
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Publication Date:
31 December 2000 (online)

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We describe the first efficient application of the Stille coupling reaction on iodo 3'-spiro sultone nucleosides. The yield and rate of the reaction are significantly affected by the addition of copper iodide as cocatalyst, AsPh3 as ligand and organostannane stoichiometry. Using this technology a number of alkenyl-, phenyl- and allyl-substituted 3'-spiro sultone nucleosides were produced.

Stille reaction - cross-coupling - spiro compounds - HIV - nucleosides

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