Literature DB >> 26612109

Chemo-enzymatic Baeyer-Villiger oxidation of 4-methylcyclohexanone via kinetic resolution of racemic carboxylic acids: direct access to enantioenriched lactone.

Agnieszka Drożdż1, Anna Chrobok1.   

Abstract

A new method for the asymmetric chemo-enzymatic Baeyer-Villiger oxidation of prochiral 4-methylcyclohexanone to (R)-4-methylcaprolactone in the presence of (±)-4-methyloctanoic acid, Candida Antarctica lipase B and 30% aq. H2O2 has been developed. A mechanism for the asymmetric induction based on kinetic resolution of racemic carboxylic acids is proposed.

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Year:  2016        PMID： 26612109     DOI： 10.1039/c5cc08519e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

Review 1.  Biocatalytic Oxidation Reactions: A Chemist's Perspective.

Authors:  JiaJia Dong; Elena Fernández-Fueyo; Frank Hollmann; Caroline E Paul; Milja Pesic; Sandy Schmidt; Yonghua Wang; Sabry Younes; Wuyuan Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-03       Impact factor: 15.336

2.  Formate Oxidase (FOx) from Aspergillus oryzae: One Catalyst Enables Diverse H2 O2 -Dependent Biocatalytic Oxidation Reactions.

Authors:  Florian Tieves; Sébastien Jean-Paul Willot; Morten Martinus Cornelis Harald van Schie; Marine Charlène Renée Rauch; Sabry Hamdy Hamed Younes; Wuyuan Zhang; JiaJia Dong; Patricia Gomez de Santos; John Mick Robbins; Bettina Bommarius; Miguel Alcalde; Andreas Sebastian Bommarius; Frank Hollmann
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-30       Impact factor: 15.336

3.  Perdecanoic acid as a safe and stable medium-chain peracid for Baeyer-Villiger oxidation of cyclic ketones to lactones.

Authors:  Magdalena Sitko; Anna Szelwicka; Andrzej Wojewódka; Andrzej Skwarek; Dariusz Tadasiewicz; Lech Schimmelpfennig; Krzysztof Dziuba; Magdalena Morawiec-Witczak; Anna Chrobok
Journal:  RSC Adv       Date:  2019-09-23       Impact factor: 3.361

Review 4.  Microbial Lipases and Their Potential in the Production of Pharmaceutical Building Blocks.

Authors:  César A Godoy; Juan S Pardo-Tamayo; Oveimar Barbosa
Journal:  Int J Mol Sci       Date:  2022-09-01       Impact factor: 6.208

5.  Lipase-mediated Baeyer-Villiger oxidation of benzylcyclopentanones in ester solvents and deep eutectic solvents.

Authors:  Marcelina Mazur; Tomasz Janeczko; Witold Gładkowski
Journal:  Sci Rep       Date:  2022-08-30       Impact factor: 4.996

Review 6.  Biocatalytic synthesis of lactones and lactams.

Authors:  Frank Hollmann; Selin Kara; Diederik J Opperman; Yonghua Wang
Journal:  Chem Asian J       Date:  2018-10-18
  6 in total

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