2.9 Chiral Pool Synthesis: Chiral Pool Syntheses from cis-Cyclohexadiene Diols

Research output: Chapter in Book/Report/Conference proceedingChapter

21 Citations (Scopus)

Abstract

Cyclohexadiene diols have been used extensively in the diastereoselective preparation of various natural products. These highly versatile chiral synthons, easily obtained by whole cell oxidation of aromatic substrates by soil bacteria, allow a huge variety of possible functional group manipulations and interconversions. In this chapter, the inherent advantages of cis-cyclohexadiene diols for synthesis are outlined. Subsequently, different diastereoselective reactions and reaction sequences with cis-cyclohexadiene diols are discussed along with selected applications in the area of natural product synthesis.

Original languageEnglish
Title of host publicationComprehensive Chirality
PublisherElsevier Ltd
Pages240-267
Number of pages28
Volume2
ISBN (Print)9780080951683
DOIs
Publication statusPublished - Sep 2012

Keywords

  • Aziridination
  • Cyclohexadiene diols
  • Dihydroxylation
  • Epoxidation
  • Total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

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