2.8 Chiral Pool Synthesis: Chiral Pool Syntheses Starting from Carbohydrates

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Abstract

Chiral pool synthesis is one of the most effective methods for the preparation of optically active compounds. This chapter focuses on the synthesis of biologically active natural products based on the chiral pool approach starting from carbohydrates. Reports on the synthesis of structurally complex molecules, that is, macrocyclic (oleandomycin and okadaic acid), polycyclic (brevetoxin B), heterocyclic (thienamycin and salinosporamide A), and carbocyclic (verrucarol, calystegine B2, tetrodotoxin, cyclophellitol, and morphine) compounds by way of the regio- and stereoselective transformations of readily available monosaccharides would be reviewed.

Original languageEnglish
Title of host publicationComprehensive Chirality
PublisherElsevier Ltd
Pages207-239
Number of pages33
Volume2
ISBN (Print)9780080951683
DOIs
Publication statusPublished - 2012 Sep 1

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Keywords

  • Brevetoxin B
  • Calystegine B
  • Cyclophellitol
  • Morphine
  • Okadaic acid
  • Oleandomycin
  • Salinosporamide A
  • Tetrodotoxin
  • Thienamycin
  • Verrucarol

ASJC Scopus subject areas

  • Chemistry(all)

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