• Title/Summary/Keyword: Intramolecular carbenoid cycloaddition

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Synthesis of Methyl-substituted Bicyclic Carbanucleoside Analogs as Potential Antiherpetic Agents

  • Kim, Kyung-Ran;Park, Ah-Young;Lee, Hyung-Rock;Kang, Jin-Ah;Kim, Won-Hee;Chun, Pu-Soon;Bae, Jang-Ho;Jeong, Lak-Shin;Moon, Hyung-Ryong
    • Bulletin of the Korean Chemical Society
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    • v.29 no.10
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    • pp.1977-1982
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    • 2008
  • Novel bicyclo[3.1.0]hexanyl purine nucleoside analogues were synthesized as potential antiherpetic agents via a bicyclo[3.1.0]hexanol (${\pm}$)-8, which was prepared using a highly efficient carbenoid cycloaddition reaction. A highly diastereoselective reduction of ketone and a Mitsunobu reaction for the condensation of glycosyl donor (${\pm}$)-12 with 6-chloropurine were employed.