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Montmorillonite K-10 as a mild acid for the Nicholas reaction

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
46
Issue
16
Identifiers
DOI: 10.1016/j.tetlet.2005.02.118
Keywords
  • Nicholas Reaction
  • Cyclic Ether
  • Cobalt

Abstract

Abstract The use of Montmorillonite K-10 as a convenient acid component in the Nicholas reaction is described. Its use permits functional selectivity, inter- and intramolecular reactions and convenience in the experimental conditions. A four-step one-pot [Co 2(CO) 6–acetylene complex formation, THP-removal, cyclization and complex cleavage] process permits the direct synthesis of 2-ethynyl-tetrahydrofuran from 6-(tetrahydro-2 H-pyran-2-yloxy)hex-1-yn-3-ol.

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