• 제목/요약/키워드: Glycolate Claisen rearrangement

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Stereoselective Synthesis of a Novel Cyclohexene Version of Carbovir

  • Li, Hua;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • 제28권10호
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    • pp.1645-1650
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    • 2007
  • This paper describes a racemic and stereoselective synthetic route for a novel cyclohexenyl carbocyclic adenine analogue. The required stereochemistry of the target compound was controlled using a stereoselective glycolate Claisen rearrangement followed by α-chelated carbonyl addition. The introduction of 6-chloropurine was achieved using Mitsunobu conditions, and further modifications of the corresponding heterocycle gave the target cyclohexenyl nucleoside.