Tandem enzyme-catalysed reduction/cis-dihydroxylation of 2,2,2-trifluoroacetophenone: chemoenzymatic routes to new enantiopure phenol and benzylic alcohol reagents

Derek Boyd, Narain Sharma, V. Ljubez, John Malone, Christopher Allen

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Factors that control the competition between toluene dioxgenase-catalysed arene cis-dihydroxylation and dehydrogenase-catalysed ketone reduction have been studied, using whole cells of Pseudomonas putida UV and three alkylaryl ketones. The triol metabolite, obtained from 2,2,2-trifluoroacetophenone, has been used in the synthesis of single enantiomer chiral phenols and benzylic alcohols. Potential applications of the methylether derivatives of the chiral phenols and benzylic alcohols, as resolving agents, have been found. (c) 2007 Society of Chemical Industry.
Original languageEnglish
Pages (from-to)1072-1081
Number of pages10
JournalJOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY
Volume82
Issue number12
DOIs
Publication statusPublished - Dec 2007

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Biotechnology
  • Bioengineering

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