Synthesis of Optically Active .GAMMA.-Lactones with Lipase Catalyst

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  • SHIMOTORI Yasutaka
    Department of Applied Chemistry, School of Science and Technology, Meiji University
  • MIYAKOSHI Tetsuo
    Department of Applied Chemistry, School of Science and Technology, Meiji University

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  • Synthesis of Optically Active γ-Lactones with Lipase Catalyst
  • Synthesis of Optically Active ガンマ Lactones with Lipase Catalyst

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Abstract

Lipase-catalyzed transesterification of racemic N-benzyl-4-hydroxyalkanamides with vinyl acetate proceeded enantioselectively to afford the reacted (S)-N-benzyl-4-acetoxyalkanamides and the unreacted (R)-N-benzyl-4-hydroxyalkanamides, which were separated easily by recrystallization in n-hexane. Both enantiomers were converted easily to optically active 4-substituted γ-lactones.<br>

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