Combined epimerisation and acylation: Meerwein-ponndorf-verley-oppenauer catalysts in action

Dirk Klomp, Kristina Djanashvili, Nina Cianfanelli Svennum, Nuttanun Chantapariyavat, Chung Sing Wong, Filipe Vilela, Thomas Maschmeyer, Joop A. Peters, Ulf Hanefeld*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

32 Citations (Scopus)


A practical racemisation-epimerisation method for chiral secondary alcohols has been developed. Meerwein-Ponndorf-Verley-Oppenauer catalysts such as neodymium(III) isopropoxide are able to racemise these alcohols with retention of other stereocentres in the molecule. This is particularly useful for the recycling of the undesired products of kinetic resolutions of alcohols. By combination of such a racemisation with an acylation using isopropenyl or ethoxyvinyl esters as acyl donors, a fast straightforward recycling of starting materials may be achieved. The combined epimerisation and acylation process is demonstrated for the steroid estradiol methyl ether.

Original languageEnglish
Pages (from-to)483-489
Number of pages7
JournalOrganic and Biomolecular Chemistry
Issue number3
Publication statusPublished - 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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