Anisotropic nanomaterials for asymmetric synthesis

Nanoscale ◽  
2021 ◽  
Author(s):  
Mariya A. Zvaigzne ◽  
Pavel Samokhvalov ◽  
Yurii Gun'ko ◽  
Igor Nabiev
Keyword(s):  
Chemical Synthesis ◽  
Asymmetric Synthesis ◽  
Asymmetric Catalysis ◽  
Chemical Industry ◽  
Modern Chemical ◽  
Anisotropic Nanomaterials

The production of enantiopure chemicals is an essential part of modern chemical industry. Hence, the emergence of asymmetric catalysis led to dramatic changes in the procedures of chemical synthesis, and...

Carbonyl catalysis enables a biomimetic asymmetric Mannich reaction

Science ◽  
2018 ◽  
Vol 360 (6396) ◽  
pp. 1438-1442 ◽  
Author(s):  
Jianfeng Chen ◽  
Xing Gong ◽  
Jianyu Li ◽  
Yingkun Li ◽  
Jiguo Ma ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
High Activity ◽  
Asymmetric Catalysis ◽  
Carbonyl Group ◽  
Mannich Reaction ◽  
Primary Amine ◽  
Chiral Amines ◽  
Carbonyl Groups ◽  
Diphenylphosphinyl Imines

Chiral amines are widely used as catalysts in asymmetric synthesis to activate carbonyl groups for α-functionalization. Carbonyl catalysis reverses that strategy by using a carbonyl group to activate a primary amine. Inspired by biological carbonyl catalysis, which is exemplified by reactions of pyridoxal-dependent enzymes, we developed an N-quaternized pyridoxal catalyst for the asymmetric Mannich reaction of glycinate with aryl N-diphenylphosphinyl imines. The catalyst exhibits high activity and stereoselectivity, likely enabled by enzyme-like cooperative bifunctional activation of the substrates. Our work demonstrates the catalytic utility of the pyridoxal moiety in asymmetric catalysis.

scholarly journals Bromine Recycling in the Chemical Industry – An Example of Circular Economy

2019 ◽  
Vol 73 (9) ◽  
pp. 737-742
Author(s):  
Francis Pilloud ◽  
Nasibeh Pouransari ◽  
Luc Renard ◽  
Rebecca Steidle
Keyword(s):  
Chemical Synthesis ◽  
Environmental Risk ◽  
Chemical Industry ◽  
Circular Economy ◽  
Closed Loop ◽  
Industrial Ecology ◽  
Real Life ◽  
Significant Safety ◽  
Recovery Yield

This paper discusses the application of the circular economy concept and industrial ecology approach in the context of industrial chemical sites. A real-life case study about the use of bromine as reactant for chemical synthesis and its recycling by Syngenta in Monthey is described in detail. With a recovery yield of 97% it represents a well-established example of closed loop recycling, one aspect of the circular economy. The process leads to significant safety and environmental risk reduction and economic savings in the order of several million CHF per year.

scholarly journals Asymmetric Synthesis of Quinine: A Landmark in Organic Synthesis

2006 ◽  
Vol 1 (10) ◽  
pp. 1934578X0600101 ◽  
Author(s):  
Vijay Nair ◽  
Rajeev S. Menon ◽  
Sreekumar Vellalath
Keyword(s):  
Organic Chemistry ◽  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Organic Synthesis ◽  
Chemical Industry ◽  
Crucial Role ◽  
Historical Perspective ◽  
Modern Medicine ◽  
Present Review ◽  
Catalytic Asymmetric Synthesis

Ever since its isolation in 1820, Quinine has played a crucial role in the development of organic chemistry, the chemical industry and modern medicine. A total synthesis of quinine, widely regarded as an event of epochal importance, was claimed by Woodward and Doering in 1945. This work, however, heavily relied on unsubstantiated literature reports and it appears that Woodward's work fell short of a total synthesis of quinine. The first total synthesis of quinine was reported by Uskokovic in the 1970s. The first stereoselective total synthesis of quinine was accomplished only in 2001, by Stork, who incidentally is the originator of the concept of stereoselectivity in total synthesis. Apart from the stereoselectivity, Stork's synthesis of quinine is remarkable for its conceptual uniqueness and retrosynthetic novelty. Naturally, this work has been attested as a landmark in organic synthesis by leaders in the field. Subsequently, Jacobson and Kobayashi reported the catalytic asymmetric synthesis of quinine in 2003 and 2004, respectively. Both these synthesis have followed a similar approach. The present review has attempted to provide a concise account of the synthesis of quinine from a historical perspective.

Catalytic Asymmetric Synthesis of P-Stereogenic Phosphines: Beyond Precious Metals

Synlett ◽  
2020 ◽  
Author(s):  
David S. Glueck
Keyword(s):  
Asymmetric Synthesis ◽  
Asymmetric Catalysis ◽  
Palladium Catalysts ◽  
Precious Metals ◽  
Synthetic Methods ◽  
Secondary Phosphine ◽  
Phosphine Oxides ◽  
Chiral Epoxides ◽  
Earth Abundant ◽  
Limonene Oxide

AbstractMetal-catalyzed asymmetric synthesis of P-stereogenic phosphines is a potentially useful approach to a class of chiral ligands with valuable applications in asymmetric catalysis. We introduced this idea with chiral platinum and palladium catalysts, exploiting rapid pyramidal inversion in diastereomeric metal–phosphido complexes (ML*(PRR′)) to control phosphorus stereochemistry. This Account summarizes our attempts to develop related synthetic methods using earth-abundant metals, especially copper, in which weaker metal–ligand bonds and faster substitution processes were expected to result in more active catalysts. Indeed, precious metals were not required. Without any transition metals at all, we exploited related P-epimerization processes to prepare enantiomerically pure phosphiranes and secondary phosphine oxides (SPOs) from commercially available chiral epoxides.1 Introduction2 Copper-Catalyzed Phosphine Alkylation3 Copper-Catalyzed Tandem Phosphine Alkylation/Arylation4 Nickel-Catalyzed Phosphine Alkylation5 Proton-Mediated P-Epimerization in Synthesis of Chiral Phosphiranes6 Diastereoselective Synthesis of P-Stereogenic Secondary Phosphine Oxides (SPOs) from (+)-Limonene Oxide7 Conclusions

Chemical Synthesis of β-Lactams: Asymmetric Catalysis and Other Recent Advances

2014 ◽  
Vol 114 (16) ◽  
pp. 7930-7953 ◽  
Author(s):  
Cody Ross Pitts ◽  
Thomas Lectka
Keyword(s):  
Chemical Synthesis ◽  
Asymmetric Catalysis ◽  
Recent Advances
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