Facial Synthesis of Versatile Chiral Norbornenes as Leukotriene D4 Antagonists from D-glucose

  • Lim, Yoong-Ho (Department of Applied Chemistry, Dongduk Women's University) ;
  • Koh, Dong-Soo (Bio/Molecular Informatics Center, Department of Applied Biology and Chemistry, Konkuk University)
  • Published : 2005.06.30

Abstract

Chiral dienophile 5 was synthesized from D-glucose by consecutive diisopropylidenation, partial deprotection, diol cleavage, and Wittig reactions. Under thermal conditions, asymmetric Diels-Alder reaction between chiral dienophile and cyclopentadiene gave four possible chiral norbornenes stereoisomers whose absolute configurations were determined through CADD and NMR.

Keywords

References

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