A Biocatalytic Route to Highly Enantioenriched β-Hydroxydioxinones

Rick C. Betori, Eric R. Miller, Karl A. Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A novel biocatalytic system to access a wide variety of β-hydroxydioxinones from β-ketodioxinones employing commercial engineered ketoreductases has been developed. This practical system provides a remarkably straightforward solution to limitations in accessing certain chemical scaffolds common in β-hydroxydioxinones that are of great interest due to their diversification capabilities. A few highlights of this system are that it is high yielding, highly enantioselective, and chromatography-free. We have demonstrated both a wide substrate scope and a high degree of scalability. (Figure presented.).

Original languageEnglish (US)
Pages (from-to)1131-1137
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume359
Issue number7
DOIs
StatePublished - Apr 3 2017

Keywords

  • asymmetric synthesis
  • enzyme catalysis
  • hydroxydioxinones
  • ketoreductases

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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