Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide

Waldemar Adam, Paul L. Alsters, Ronny Neumann, Chantu R. Saha-Möller, Dieter Seebach, Rui Zhang

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52 Citations (Scopus)

Abstract

(Matrix presented) The oxovanadium(IV) sandwich-type POM catalyzes the chemo-, regio-, and stereoselective epoxidation of allylic alcohols by chiral hydroperoxides with very high catalytic efficiency (up to 42 000 TON), a potentially valuable oxidation for the development of sustainable processes. By using the sterically demanding, TADDOL-derived hydroperoxide TADOOH as the chiral oxygen source, enantiomeric ratios (er) of up to 95:5 have been achieved.

Original languageEnglish
Pages (from-to)725-728
Number of pages4
JournalOrganic Letters
Volume5
Issue number5
DOIs
Publication statusPublished - Mar 6 2003

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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