Strategies of In Situ Generated Magnesium Catalysis in Asymmetric Reactions DOI
Dongxu Yang, Linqing Wang

Synlett, Journal Year: 2021, Volume and Issue: 32(13), P. 1309 - 1315

Published: March 5, 2021

Abstract Magnesium (Mg) is a cheap, non-toxic, and recyclable alkaline earth metal that constitutes about 2% weight in the Earth’s crust. The use of magnesium catalysts to forge chiral moieties molecules highly attractive. Based on our work recent years, we describe current progress development situ generated their application asymmetric synthesis. In this perspective, critically concise classification catalytic modes, with relevant examples, presented, representative mechanisms each category are discussed. Building established diverse strategies, one can foresee more innovative structurally creative will be developed overcome formidable challenges enantioselective reactions. 1 Introduction 2 Catalysts Generated Situ from Chiral Ligands Containing Dual Reactive Hydrogens 3 Monoanionic 4 Bimetallic Polymetallic Assembled 5 Summary Outlook

Language: Английский

s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds DOI Creative Commons
Marc Magre, Marcin Szewczyk, Magnus Rueping

et al.

Chemical Reviews, Journal Year: 2022, Volume and Issue: 122(9), P. 8261 - 8312

Published: March 7, 2022

The addition of a B–H bond to an unsaturated (polarized or unpolarized) is powerful and atom-economic tool for the synthesis organoboranes. In recent years, s-block organometallics have appeared as alternative catalysts transition-metal complexes, which traditionally catalyze hydroboration bonds. Because rapid development in field bonds catalyzed by alkali (Li, Na, K) alkaline earth (Mg, Ca, Sr, Ba) metals, we provide detailed updated comprehensive review that covers synthesis, reactivity, application metal polarized well carbon–carbon Moreover, describe main reaction mechanisms, providing valuable insight into reactivity catalysts. Finally, compare these complexes with other redox-neutral catalytic systems based on p-block metals including aluminum f-block lanthanides early actinides. this review, aim comprehensive, authoritative, critical assessment state art within highly interesting research area.

Language: Английский

Citations

112

Magnesium Catalysis in Asymmetric Synthesis DOI Creative Commons
Dongxu Yang, Linqing Wang, Dan Li

et al.

Chem, Journal Year: 2019, Volume and Issue: 5(5), P. 1108 - 1166

Published: Feb. 28, 2019

Language: Английский

Citations

57

Asymmetric Magnesium‐Catalyzed Hydroboration by Metal‐Ligand Cooperative Catalysis DOI
Alban Falconnet, Marc Magre, Bholanath Maity

et al.

Angewandte Chemie International Edition, Journal Year: 2019, Volume and Issue: 58(49), P. 17567 - 17571

Published: Oct. 23, 2019

Asymmetric catalysis with readily available, cheap, and non-toxic alkaline earth metal catalysts represents a sustainable alternative to conventional synthesis methodologies. In this context, we describe the development of first MgII -catalyzed enantioselective hydroboration providing products excellent yields enantioselectivities. NMR spectroscopy studies DFT calculations provide insights into reaction mechanism origin enantioselectivity which can be explained by metal-ligand cooperative pathway involving non-innocent ligand.

Language: Английский

Citations

49

Occurrence of organophosphorus flame retardants in Xiangjiang River: Spatiotemporal variations, potential affecting factors, and source apportionment DOI
Yang Liu, Leilei Chen, Haipu Li

et al.

Chemosphere, Journal Year: 2024, Volume and Issue: 355, P. 141822 - 141822

Published: March 30, 2024

Language: Английский

Citations

5

Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives DOI Creative Commons
Gang Wang,

Xiaodong Xin,

Zehua Wang

et al.

Nature Communications, Journal Year: 2019, Volume and Issue: 10(1)

Published: Feb. 4, 2019

Abstract Catalytic enantioselective C–C bond forming process through cross-dehydrogenative coupling represents a promising synthetic strategy, but it remains long-standing challenge in chemistry. Here, we report formal catalytic of saturated ethers with diverse carboxylic acid derivatives involving an initial oxidative acetal formation, followed by nickel(II)-catalyzed asymmetric alkylation. The one-pot, general, and modular method exhibits wide compatibility broad range not only including prevalent tetrahydrofuran tetrahydropyran, also medium- large-sized cyclic moieties acyclic ones excellent enantioselectivity functional group tolerance. application the rapid preparation biologically active molecules that are difficult to access existing methods is demonstrated.

Language: Английский

Citations

40

The role of neutral donor ligands in the isoselective ring-opening polymerization of rac-β-butyrolactone DOI Creative Commons
Xiang Dong, Jerome R. Robinson

Chemical Science, Journal Year: 2020, Volume and Issue: 11(31), P. 8184 - 8195

Published: Jan. 1, 2020

Simple achiral neutral donor ligands modify catalyst structure and function to enable access isoenriched poly-3-hydroxybutyrate, a biodegradable material with properties similar isotactic polypropylene.

Language: Английский

Citations

35

Molybdenum‐Catalyzed One‐Pot Multi‐Step Synthesis of N‐Polyheterocycles from Nitroarenes and Glycols DOI Creative Commons
Sara Gómez‐Gil, Nuria Cases, Raquel Hernández‐Ruiz

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(18)

Published: March 16, 2024

Abstract We report the efficient, sustainable one‐pot synthesis of a wide variety N ‐polyheterocycles, such as imidazo‐quinolines and quinoxalines, furoquinolines, from easily available nitroaromatics glycols via molybdenum catalytic domino reduction‐imine formation‐intramolecular cyclization‐oxidation sequence. It is worth highlighting that recycling incorporation waste carbonyl byproduct, generated in reduction step, into final compound realized. In addition, overall efficiency atom economy process are further improved owing to participation one reaction intermediate reductant allows lowering amount external reducing agent employed.

Language: Английский

Citations

4

Manganese-catalyzed dehydrogenative coupling of silanes and hydroxyl compound controlled by phosphine oxide DOI Creative Commons
Tao Li, Hong Zhang, Albert S. C. Chan

et al.

Cell Reports Physical Science, Journal Year: 2023, Volume and Issue: 4(3), P. 101313 - 101313

Published: March 1, 2023

Dehydrogenative coupling of silanes and hydroxyl compounds is a useful method for accessing containing an Si–O bond. Alongside previous advances, practical large-scale dehydrogenative catalyzed by available cheap catalytic system remains appealing. Here, we report general dimanganese decacarbonyl-catalyzed with inexpensive phosphine oxide ligands. This features broad substrate scope compounds, producing the corresponding silyl ethers silanols in moderate to high yields (>91 examples, up 99% yield). N-silylated indoles are also successfully synthesized direct N–H bonds silanes. reaction can be achieved on 40 g scale only 2.5 mol % manganese catalyst, delivering desired ether quantitative yield without any isolation difficulties. In exploration mechanism, find probable uncommon organometallic pathway controlled ligand.

Language: Английский

Citations

10

A tandem asymmetric oxidation-oxa-Michael sequence for dearomatization of β-naphthols DOI
Linqing Wang, Haiyong Zhu,

Tianyu Peng

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 33(9), P. 4273 - 4276

Published: Jan. 2, 2022

Language: Английский

Citations

16

Recent advances in intramolecular kinetic resolution reactions DOI

Tianyu Peng,

Shixin Li, Dongxu Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(13), P. 3401 - 3428

Published: Jan. 1, 2023

This review summarizes the advances in field of intramolecular kinetic resolution (KR) mediated by non-enzymatic catalysts. The relative classification KR is accomplished and several categories reactions are discussed.

Language: Английский

Citations

9