• Title/Summary/Keyword: Diastereoselective reduction

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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.

The diastereoselective synthesis of 2-methyl-5(S)-hexanolide (Carpenter bee pheromone의 2-methyl-5(S)-hexanolide의 부분 입체선택적 합성)

  • Chang, Jay-Hyok;Lee, Sang-Jun;Kim, Jung-Han
    • Applied Biological Chemistry
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    • v.37 no.1
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    • pp.25-29
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    • 1994
  • 2-methyl-5(S)-hexanolide(1); the major component of pheromonal blend of the male carpenter bee was synthesized via Homer-Emmons reaction from Ethyl(S)-3-hydroxybutyrate(2a) which had been obtained by Baker's Yeast reduction in overall yield 39%.

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