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

U. Rinner*

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapter

26 Citations (SciVal)


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 publicationSynthetic Methods I - Chiral Pool and Diastereoselective Methods
PublisherElsevier Ltd
Number of pages28
ISBN (Print)9780080951683
Publication statusPublished - Sept 2012
Externally publishedYes


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

ASJC Scopus subject areas

  • General Chemistry


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