• Title/Summary/Keyword: THP ethers

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Acetyl Chloride-mediated Mild and Chemoselective Attachment and Removal of Tetrahydropyranyl (THP) Group

  • Yeom, Chang-Eun;Shin, Yong-Je;Kim, B.-Moon
    • Bulletin of the Korean Chemical Society
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    • v.28 no.1
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    • pp.103-107
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    • 2007
  • A mild, chemoselective and convenient method for the formation and deprotection of tetrahydropyranyl ethers is described. With 1-5 mol% of acetyl chloride and slightly excess dihydropyran in methylene chloride or in neat dihydropyran, the formation of THP ethers from the corresponding alcohols was accomplished in the presence of many acid-sensitive functional groups. Efficient cleavage of THP ethers was also accomplished with the same reagent by switching the solvent to methanol.