Selective ruthenium-catalyzed epimerization of chiral sec-alcohols

Otto Långvik, Denys Mavrynsky, Reko Leino

Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

4 Citeringar (Scopus)

Sammanfattning

Extension of secondary alcohol racemization catalyzed by homogeneous half-sandwich ruthenium complexes to the epimerization of natural products containing additional non-functionalized stereo-centers has been investigated. Ruthenium-catalysed epimerization of the sec-alcohols (-)-menthol, (-)-isopulegol, (+)-borneol, (+)-fenchol and cholesterol under mild reaction conditions and low catalyst loadings (2 mol%) provides rapid access to their less abundant diastereoisomers (+)-neomenthol, (+)-neoisopulegol, isoborneol, beta-fenchol and epicholesterol in admixture with the parent diastereomers in ratios ranging from 1:4.9 to 1:2.4 (epimer: parent).
OriginalspråkOdefinierat/okänt
Sidor (från-till)255–259
Antal sidor5
TidskriftCatalysis Today
Volym241
DOI
StatusPublicerad - 2015
MoE-publikationstypA1 Tidskriftsartikel-refererad

Nyckelord

  • Epimerization
  • Homogeneous catalysis
  • Ruthenium
  • sec-Alcohol
  • Terpenoids

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