Development of a One-Pot tandem reaction combining ruthenium-catalyzed alkene metathesis and enantioselective enzymatic oxidation to produce Aryl epoxides

Carl A. Denard, Mark J. Bartlett, Yajie Wang, Lu Lu, John F. Hartwig, Huimin Zhao

Research output: Contribution to journalArticlepeer-review

Abstract

We report the development of a tandem chemoenzymatic transformation that combines alkene metathesis with enzymatic epoxidation to provide aryl epoxides. The development of this one-pot reaction required substantial protein and reaction engineering to improve both selectivity and catalytic activity. Ultimately, this reaction converts a mixture of alkenes into a single epoxide product in high enantioselectivity and moderate yields and illustrates both the challenges and benefits of tandem catalysis combining organometallic and enzymatic systems.

Original languageEnglish (US)
Pages (from-to)3817-3822
Number of pages6
JournalACS Catalysis
Volume5
Issue number6
DOIs
StatePublished - Jun 5 2015

Keywords

  • biocatalysis
  • biocatalysis
  • chemo-enzymatic catalysis
  • cytochrome P450
  • olefin metathesis
  • organometallic catalysis
  • tandem catalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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