Literature DB >> 25495724

Biocatalytic route to chiral acyloins: P450-catalyzed regio- and enantioselective α-hydroxylation of ketones.

Rubén Agudo1, Gheorghe-Doru Roiban, Richard Lonsdale, Adriana Ilie, Manfred T Reetz.   

Abstract

P450-BM3 and mutants of this monooxygenase generated by directed evolution are excellent catalysts for the oxidative α-hydroxylation of ketones with formation of chiral acyloins with high regioselectivity (up to 99%) and enantioselectivity (up to 99% ee). This constitutes a new route to a class of chiral compounds that are useful intermediates in the synthesis of many kinds of biologically active compounds.

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Year:  2014        PMID： 25495724     DOI： 10.1021/jo502397s

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

Review 1.  Scalable biocatalytic C-H oxyfunctionalization reactions.

Authors:  Suman Chakrabarty; Ye Wang; Jonathan C Perkins; Alison R H Narayan
Journal:  Chem Soc Rev       Date:  2020-07-23       Impact factor: 54.564

2.  A redox-mediated Kemp eliminase.

Authors:  Aitao Li; Binju Wang; Adriana Ilie; Kshatresh D Dubey; Gert Bange; Ivan V Korendovych; Sason Shaik; Manfred T Reetz
Journal:  Nat Commun       Date:  2017-03-28       Impact factor: 14.919

3.  Facile synthesis of 2-hydroxyacetophenone from racemic styrene oxide catalyzed by engineered enzymes.

Authors:  Isac Söderlund; Elias Tjärnhage; Emil Hamnevik; Mikael Widersten
Journal:  Biotechnol Lett       Date:  2022-06-22       Impact factor: 2.716
  3 in total

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