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Open AccessJournal ArticleDOI

Building Bridges: Biocatalytic C-C-Bond Formation toward Multifunctional Products.

Nina G. Schmidt, +2 more
- 08 Jun 2016 - 
- Vol. 6, Iss: 7, pp 4286-4311
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TLDR
The review gives a selection of biocatalytic C–C-bond-forming reactions which have been investigated during the last 5 years and which have already been proven to be applicable for organic synthesis.
Abstract
Carbon-carbon bond formation is the key reaction for organic synthesis to construct the carbon framework of organic molecules. The review gives a selection of biocatalytic C-C-bond-forming reactions which have been investigated during the last 5 years and which have already been proven to be applicable for organic synthesis. In most cases, the reactions lead to products functionalized at the site of C-C-bond formation (e.g., α-hydroxy ketones, aminoalcohols, diols, 1,4-diketones, etc.) or allow to decorate aromatic and heteroaromatic molecules. Furthermore, examples for cyclization of (non)natural precursors leading to saturated carbocycles are given as well as the stereoselective cyclopropanation of olefins affording cyclopropanes. Although many tools are already available, recent research also makes it clear that nature provides an even broader set of enzymes to perform specific C-C coupling reactions. The possibilities are without limit; however, a big library of variants for different types of reactions is required to have the specific enzyme for a desired specific (stereoselective) reaction at hand.

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Citations
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Journal ArticleDOI

Biocatalysis: Enzymatic Synthesis for Industrial Applications

TL;DR: A review of biocatalysis with a special focus on scalable chemical production using enzymes discusses the opportunities and limitations of enzymatic syntheses using distinct examples and provides an outlook on emerging enzyme classes.
Journal ArticleDOI

Photoexcitation of flavoenzymes enables a stereoselective radical cyclization

TL;DR: It is found that photoexcitation of flavin-dependent “ene”-reductases changes their catalytic function, enabling these enzymes to promote an asymmetric radical cyclization, furnished a previously unknown biocatalytic reaction.
Journal ArticleDOI

Embracing Nature’s Catalysts: A Viewpoint on the Future of Biocatalysis

Bernhard Hauer
- 04 Jun 2020 - 
TL;DR: The chiral stationary phase for high-performance liquid chromatography showed good chiral recognition ability and high uniformity in both the chiral and the non-chiral phases.
Journal ArticleDOI

A Retrosynthesis Approach for Biocatalysis in Organic Synthesis.

TL;DR: This Review highlights functional group interconversions catalyzed by enzymes, and provides some basic guidelines to choose the most appropriate enzyme for a targeted reaction keeping in mind aspects like commercial availability, cofactor-requirement, solvent tolerance, use of isolated enzymes or whole cell recombinant microorganisms aiming to assist organic chemists in the use of enzymes for synthetic applications.
Journal ArticleDOI

Structuring Pd Nanoparticles on 2H-WS2 Nanosheets Induces Excellent Photocatalytic Activity for Cross-Coupling Reactions under Visible Light

TL;DR: An effective approach for structuring Pd nanoparticles on exfoliated 2H-WS2 nanosheets (WS2/PdNPs), resulting in hybrids with extraordinary photocatalytic activity in Suzuki reactions under visible light is reported.
References
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Journal ArticleDOI

Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation

TL;DR: This critical review covers the recent progresses on the regioselective dehydrogenative direct coupling reaction of heteroarenes, including arylation, olefination, alkynylation, and amination/amidation mainly utilizing transition metal catalysts.
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Engineering the third wave of biocatalysis

TL;DR: Applications of protein-engineered biocatalysts ranging from commodity chemicals to advanced pharmaceutical intermediates that use enzyme catalysis as a key step are discussed.
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Catalytic C–H functionalization by metal carbenoid and nitrenoid insertion

TL;DR: Several facets of these kinds of C–H functionalization reactions are discussed and a perspective on how this methodology has affected the synthesis of complex natural products and potential pharmaceutical agents are provided.
Journal ArticleDOI

Catalytic C-C, C-N, and C-O Ullmann-type coupling reactions.

TL;DR: An increasing number of publications have appeared concerning Ullmann-type intermolecular reactions for the coupling of aryl and vinyl halides with N, O, and C nucleophiles, and this Minireview highlights recent and major developments in this topic since 2004.
Journal ArticleDOI

Organocatalytic cascade reactions as a new tool in total synthesis

TL;DR: The first applications of asymmetric organocatalytic cascade reactions to the total synthesis of natural products are presented, paving the way for a new and powerful strategy that can help to address these issues.
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