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  Biocatalytic Route to Chiral Acyloins: P450-Catalyzed Regio- and Enantioselective α-Hydroxylation of Ketones

Agudo Torres, R., Roiban, G.-D., Lonsdale, R., Ilie, A., & Reetz, M. T. (2015). Biocatalytic Route to Chiral Acyloins: P450-Catalyzed Regio- and Enantioselective α-Hydroxylation of Ketones. The Journal of Organic Chemistry, 80(2), 950-956. doi:10.1021/jo502397s.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0027-B62E-D Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0027-B62F-B
Genre: Journal Article

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 Creators:
Agudo Torres, Rubén1, 2, Author           
Roiban, Georghe-Doru1, 2, Author           
Lonsdale, Richard1, 2, Author           
Ilie, Adriana1, 2, Author           
Reetz, Manfred T.1, 2, Author           
Affiliations:
1Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
2Philipps-Universität Marburg, Fachbereich Chemie, ou_persistent22              

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 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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 Dates: 2014-12-112014-12-232015-01-16
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jo502397s
 Degree: -

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Title: The Journal of Organic Chemistry
  Other : J. Org. Chem.
Source Genre: Journal
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Pages: - Volume / Issue: 80 (2) Sequence Number: - Start / End Page: 950 - 956 Identifier: ISSN: 0022-3263
CoNE: https://pure.mpg.de/cone/journals/resource/954925416967_1