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

Research output: Contribution to journalArticle

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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epoxidation
Epoxidation
Hydrogen Peroxide
alcohols
oxidation
Conservation of Natural Resources
oxygen
matrices
Oxygen
Oxidation
polyoxometalate I
allyl alcohol
oxovanadium IV

ASJC Scopus subject areas

  • Molecular Medicine

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Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide. / Adam, Waldemar; Alsters, Paul L.; Neumann, Ronny; Saha-Möller, Chantu R.; Seebach, Dieter; Zhang, Rui.

In: Organic Letters, Vol. 5, No. 5, 06.03.2003, p. 725-728.

Research output: Contribution to journalArticle

Adam, Waldemar ; Alsters, Paul L. ; Neumann, Ronny ; Saha-Möller, Chantu R. ; Seebach, Dieter ; Zhang, Rui. / Highly efficient catalytic asymmetric epoxidation of allylic alcohols by an oxovanadium-substituted polyoxometalate with a regenerative TADDOL-derived hydroperoxide. In: Organic Letters. 2003 ; Vol. 5, No. 5. pp. 725-728.
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AU - Zhang, Rui

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