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Synlett 1996; 1996(11): 1082-1084
DOI: 10.1055/s-1996-5681
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Stereoselective Synthesis of trans-2-Ethynyl-3-hydroxytetrahydropyran Derivatives

Eleuterio Alvarez, Ricardo Pérez, Milagros Rico, Rosa M. Rodríguez, M. Candelaria Suárez, Julio D. Martín*
  • *Instituto Universitario de Bio-Orgánica ”Antonio González”, Universidad de La Laguna-CSIC, Carretera Vieja de La Esperanza, 2, 38206 La Laguna, Tenerife, Spain, Fax: +34-(22)-630099
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Publication Date:
31 December 2000 (online)

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Trans-substituted tetrahydropyrans with an acetylenic moiety at C-2 were synthesized from 2-formyloxy-3-(tert-butyldimethylsilyloxy)-tetrahydropyran by reaction with substituted silylacetylenes in the presence of a Lewis acid.

C-Glycoside - silylacetylene - tin acetylene - Lewis acids - alkynylation

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