Aqueous Olefin Metathesis

Burtscher, Daniel; Grela, Karol

doi:10.1002/anie.200801451

Cited by 192 publications

(82 citation statements)

References 103 publications

(90 reference statements)

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Gratifyingly, these functional groups are well tolerated by the rutheniumbased metathesis catalysts. Therefore, it is assumed that aqueous olefin metathesis [121,122] is a promising approach, not only for peptide synthesis but also in the field of protein chemistry and bioconjugation [123].…”

Section: Rcm Of Peptides In Watermentioning

confidence: 99%

Synthesis of Cyclic Peptides and Peptidomimetics by Metathesis Reactions

Rijkers

2015

Topics in Heterocyclic Chemistry

View full text Add to dashboard Cite

This review surveys developments in the field of ring-closing metathesis and cross-metathesis reactions applied to the synthesis of constrained amino acids, peptides, and peptidomimetics. Examples, in which metathesis is used as one of the synthetic tools to arrive at the desired peptide molecules as well as examples that describe in-depth optimized metathesis protocols, will be discussed. Currently, metathesis reactions are well-accepted synthetic tools within the field of peptide chemistry and provide peptides unprecedented properties like conformational, metabolic, and chemical stability and improved bioactivity.

show abstract

Section: Rcm Of Peptides In Watermentioning

confidence: 99%

Synthesis of Cyclic Peptides and Peptidomimetics by Metathesis Reactions

Rijkers

2015

Topics in Heterocyclic Chemistry

View full text Add to dashboard Cite

show abstract

“…In this sense, the development of a plethora of new metal catalyst (usually based in ruthenium) and the optimization of the reaction conditions has led to the establishment of alkene metathesis as a general and reliable methodology in organic synthesis. Several types of metathesis transformations (RCM (ring-closing metathesis) and CM (crossmetathesis), among others) have been carried out in water by: (i) introducing modifications in the catalyst structure; (ii) using co-solvents; or (iii) employing surfactants [73][74][75]. Thus, in this section, we cover the fruitful combination of two different Ru-catalyzed metathesis protocols (RCM and CM) in aqueous media with several biocatalyzed organic reactions [76][77][78][79][80].…”

Section: Combination Of Metal-catalyzed Alkene Metathesis In Water Wimentioning

confidence: 99%

“…Catalysts 2018, 8,74 4 of 28 alternative biocatalysts [40]. Again, we firstly tested the catalytic activity of the aforementioned bis(allyl)-ruthenium(IV) Complexes 1-3 ( Figure 1) in the isomerization of a set of allylic alcohols in the medium required by KREDs (phosphate buffer containing i PrOH as the hydrogen source) [28].…”

Section: Introductionmentioning

confidence: 99%

One-Pot Combination of Metal- and Bio-Catalysis in Water for the Synthesis of Chiral Molecules

2018

View full text Add to dashboard Cite

During the last decade, the combination of different metal-and bio-catalyzed organic reactions in aqueous media has permitted the flourishing of a variety of one-pot asymmetric multi-catalytic reactions devoted to the construction of enantiopure and high added-value chemicals under mild reaction conditions (usually room temperature) and in the presence of air. Herein, a comprehensive account of the state-of-the-art in the development of catalytic networks by combining metallic and biological catalysts in aqueous media (the natural environment of enzymes) is presented. Among others, the combination of metal-catalyzed isomerizations, cycloadditions, hydrations, olefin metathesis, oxidations, C-C cross-coupling and hydrogenation reactions, with several biocatalyzed transformations of organic groups (enzymatic reduction, epoxidation, halogenation or ester hydrolysis), are discussed.

show abstract

“…The progress in this area has enabled several metal-catalyzed reactions in buffer solutions (e.g., olefin metathesis [99][100][101], Pd-catalyzed hydrogenation [102], and C-C coupling reactions [103]). Several methods have also been applied for improving enzymes as biocatalysts.…”

Section: Future Prospects and Conclusionmentioning

confidence: 99%

Tandem Reactions Combining Biocatalysts and Chemical Catalysts for Asymmetric Synthesis

Wang

Zhao

2016

Catalysts

View full text Add to dashboard Cite

Abstract:The application of biocatalysts in the synthesis of fine chemicals and medicinal compounds has grown significantly in recent years. Particularly, there is a growing interest in the development of one-pot tandem catalytic systems combining the reactivity of a chemical catalyst with the selectivity engendered by the active site of an enzyme. Such tandem catalytic systems can achieve levels of chemo-, regio-, and stereo-selectivities that are unattainable with a small molecule catalyst. In addition, artificial metalloenzymes widen the range of reactivities and catalyzed reactions that are potentially employable. This review highlights some of the recent examples in the past three years that combined transition metal catalysis with enzymatic catalysis. This field is still in its infancy. However, with recent advances in protein engineering, catalyst synthesis, artificial metalloenzymes and supramolecular assembly, there is great potential to develop more sophisticated tandem chemoenzymatic processes for the synthesis of structurally complex chemicals.

show abstract

Aqueous Olefin Metathesis

Cited by 192 publications

References 103 publications

Synthesis of Cyclic Peptides and Peptidomimetics by Metathesis Reactions

Synthesis of Cyclic Peptides and Peptidomimetics by Metathesis Reactions

One-Pot Combination of Metal- and Bio-Catalysis in Water for the Synthesis of Chiral Molecules

Tandem Reactions Combining Biocatalysts and Chemical Catalysts for Asymmetric Synthesis

Contact Info

Product

Resources

About