Direct Oxidation of Cycloalkanes to Cycloalkanones with Oxygen in Water

Staudt, Svenja; Burda, Edyta; Giese, Carolin; Müller, Christina; Marienhagen, Jan; Schwaneberg, Ulrich; Hummel, Werner; Drauz, Karlheinz; Gröger, Harald

doi:10.1002/anie.201204464

Cited by 68 publications

(54 citation statements)

References 30 publications

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“…This strategy has been applied for the conversion of (cyclo)alkanes, [63] of a-isophorone into ketoisophorone, [19b] and of valencene into nootkatone. [64] Reetz and co-workers have extended this system to obtain all possible stereoisomers of 1,2-cyclohexanediol from cyclohexane (Scheme 16).…”

Section: Oxidation Of Càht Oc =Omentioning

confidence: 99%

Biocatalytic Oxidation Reactions: A Chemist's Perspective

et al. 2018

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Oxidation chemistry using enzymes is approaching maturity and practical applicability in organic synthesis. Oxidoreductases (enzymes catalysing redox reactions) enable chemists to perform highly selective and efficient transformations ranging from simple alcohol oxidations to stereoselective halogenations of non‐activated C−H bonds. For many of these reactions, no “classical” chemical counterpart is known. Hence oxidoreductases open up shorter synthesis routes based on a more direct access to the target products. The generally very mild reaction conditions may also reduce the environmental impact of biocatalytic reactions compared to classical counterparts. In this Review, we critically summarise the most important recent developments in the field of biocatalytic oxidation chemistry and identify the most pressing bottlenecks as well as promising solutions.

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Section: Oxidation Of Càht Oc =Omentioning

confidence: 99%

Biocatalytic Oxidation Reactions: A Chemist's Perspective

et al. 2018

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“…Overall, these first results provide promising prognoses on the use of MsAcT as a unique biocatalyst with a broad substrate range to perform synthetic reactions in conventional media and/or to combine such a synthetic aqueous-based transesterification reaction with other (bio)catalysts in the same buffer in a multistep approach. [8,9] Subsequently, the pH activity profile of the enzyme was assessed. Ideally, a broad pH range of activity might allow the combination of MsAcT with other (bio)catalysts with different pH requirements.…”

mentioning

confidence: 99%

Transesterifications and Peracid‐Assisted Oxidations in Aqueous Media Catalyzed by Mycobacterium smegmatis Acyl Transferase

Wiermans¹,

Hofzumahaus²,

Schotten³

et al. 2013

ChemCatChem

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A novel, simple, and efficient method for the preparation of the fluorinated hexagonal boron nitride nanosheets (F‐BNNSs) and the corresponding magnetic properties is presented. A one‐step route is used to exfoliate and fluorinate the BNNSs by ammonium fluoride (NH4F) from hexagonal boron nitride (h‐BN) powder. Through related instrument characterizations and theoretical calculations, we confirm that large‐area and few‐layer F‐BNNSs were successfully produced by this method, which can be attributed to a fluorination‐assisted exfoliation mechanism from the bulk h‐BN in NH4F. More intriguingly, we initially verified that the as‐prepared F‐BNNSs exhibit ferromagnetic characteristics, which would have good potential applications in spintronic devices.

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“…and cyclooctanone (6.3 m m , 6 % conv.) with lyophilized crude extract of a variant of P450‐BM3 and crude extract of LkADH . In a following‐up study, a single E. coli was engineered to coexpress the variant of P450‐BM3, LbADH (ADH from Lactobacillus brevis ), and ReADH (ADH from Rhodococcus erythropolis ).…”

Section: Recent Development Of Whole‐cell Cascade Biotransformationsmentioning

confidence: 99%

Whole‐Cell Cascade Biotransformations for One‐Pot Multistep Organic Synthesis

2018

ChemCatChem

104

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Performing one‐pot multi‐catalysis reactions is a revolutionary tool for multistep synthesis, representing a fast‐developing theme in catalysis field. To develop cascade reactions, enzymes are ideal catalysts due to their compatible reaction conditions. The implementation of enzyme cascades in recombinant microbial cells provides easily available self‐replicating catalysts for facile one‐pot biotransformations to produce a wide range of high‐value (chiral) chemicals. In this minireview, we summarize the recent development of whole‐cell cascade biotransformations according to the types of substrates, ranging from petrochemicals to biochemicals. Furthermore, we provide general instructions for the establishment of in vivo enzyme cascades, discuss the encountered problems and the corresponding solutions, and highlight the promising directions for future advance.

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Direct Oxidation of Cycloalkanes to Cycloalkanones with Oxygen in Water

Cited by 68 publications

References 30 publications

Biocatalytic Oxidation Reactions: A Chemist's Perspective

Biocatalytic Oxidation Reactions: A Chemist's Perspective

Transesterifications and Peracid‐Assisted Oxidations in Aqueous Media Catalyzed by Mycobacterium smegmatis Acyl Transferase

Whole‐Cell Cascade Biotransformations for One‐Pot Multistep Organic Synthesis

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