Palladium-Catalyzed Synthesis of P-Stereogenic and Axially Chiral PHOX Ligands from Phosphonium Salts DOI
Martin Oestreich, Hendrik F. T. Klare, Phillip Pommerening

et al.

Synfacts, Journal Year: 2023, Volume and Issue: 20(01), P. 0040 - 0040

Published: Dec. 8, 2023

Key words axial chirality - C(sp2)–H arylation C(sp2)–P bond cleavage palladium catalysis phosphonium salts P-stereogenic centers PHOX ligands

Language: Английский

P-Stereogenic Phosphorus Ligands in Asymmetric Catalysis DOI
Tsuneo Imamoto

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(14), P. 8657 - 8739

Published: July 2, 2024

Chiral phosphorus ligands play a crucial role in asymmetric catalysis for the efficient synthesis of useful optically active compounds. They are largely categorized into two classes: backbone chirality and P-stereogenic ligands. Most reported belong to former class. Privileged ones such as BINAP DuPhos frequently employed wide range catalytic transformations. In contrast, latter class has remained small family many years mainly because their synthetic difficulty. The late 1990s saw emergence novel with superior enantioinduction ability Rh-catalyzed hydrogenation reactions. Since then, numerous have been synthesized used This Review summarizes thus far, including stereochemical electronic properties that afford high excellent enantioselectivities. Examples reactions use this described together applications construction key intermediates natural products therapeutic agents. literature covered dates back 1968 up until December 2023, centering on studies published later years.

Language: Английский

Citations

43

Enantioselective synthesis of molecules with multiple stereogenic elements DOI Creative Commons
Arthur Gaucherand, Expédite Yen‐Pon,

Antoine Domain

et al.

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(22), P. 11165 - 11206

Published: Jan. 1, 2024

This review explores the fascinating world of molecules featuring multiple stereogenic elements, unraveling different strategies designed over years for their enantioselective synthesis.

Language: Английский

Citations

17

Development of Configurationally Labile Biaryl Reagents for Atropisomer Synthesis DOI
Changhui Wu, Jin Yang, Xiaoyuan Zhang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(28)

Published: May 16, 2024

Abstract Axially chiral biaryl scaffolds are important in pharmaceuticals, natural products, and asymmetric synthesis. Atroposelective ring‐opening of configurationally labile reagents via dynamic kinetic transformation provides a valuable approach to access axially atropisomers. This review summarizes seminal contributions recent advancements on this topic based the use different types reagents.

Language: Английский

Citations

6

Pd-catalyzed enantioselective and regioselective asymmetric hydrophosphorylation and hydrophosphinylation of enynes DOI

Yanxin Jiang,

Kwai Wun Cheng,

Zhiping Yang

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110231 - 110231

Published: July 1, 2024

Language: Английский

Citations

4

Catalytic construction of P-stereogenic center via phosphorus-centered nucleophilic substitution DOI
Bingbing Dong, Junmin Zhang, Xiang-Yu Ye

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111052 - 111052

Published: March 1, 2025

Language: Английский

Citations

0

Modular Assembly of Axially Chiral QUINAP Derivatives via Nickel-Catalyzed Enantioselective C–P Cross-Coupling DOI
Zhiping Yang,

Xiaodong Gu,

Li‐Biao Han

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8268 - 8273

Published: May 2, 2025

Language: Английский

Citations

0

Recent advances in the catalytic asymmetric construction of axially chiral azole-based frameworks DOI
Weiwei Luo, Yu Zhang,

Meijun Ming

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6819 - 6849

Published: Jan. 1, 2024

This review highlights recent advances in the atroposelective preparation of axially chiral azole derivatives, emphasizing mechanistic insights and synthetic applications development this class five-membered heterocyclic frameworks.

Language: Английский

Citations

3

NiII, PdII and PtII pincer complexes of 2-(diphenylphosphaneyl)-N-(2-(diphenyl-phosphaneyl)benzyl)benzamide: synthesis, reactivity and catalytic studies DOI

K. Dwivedi,

Gazal Sabharwal,

Basvaraj S. Kote

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This paper describes the synthesis of bis(phosphine), o -Ph 2 PC 6 H 4 C(O)N(H)CH C PPh - and its group 10 metal chemistry catalytic studies.

Language: Английский

Citations

2

Dithiophosphinylation of Allenyl Acetates: Access to 1,2-Bis(diphenylphosphino)ethane-Type Bidentate Ligands DOI
Jiaojiao Liu,

Yuan Le,

Yan Wu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(16), P. 3453 - 3457

Published: April 11, 2024

1,2-Bis(diphenylphosphino)ethanes (DPPEs) are versatile and immensely important ligands in transition metal catalysts. Here we report the dithiophosphinylation of readily available allenyl acetates to give DPPEs high yields regioselectivity. This protocol features a broad substrate scope mild conditions, avoiding use metals air-sensitive sources phosphorus. Mechanism studies indicate that reaction was accomplished via an SN2′-type addition–elimination followed by 1,4-addition step.

Language: Английский

Citations

1

A Review on Functionalization of Benzo‐5,6‐Fused Bicyclic Heteroaromatic Compounds DOI

Marappan Pradeep Kumar,

Aksa S Annie,

Vikash Kumar Bind

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(22)

Published: July 16, 2024

Abstract Over the decades, functionalized heteroaromatic compounds and their scaffolds have drawn significant attention in synthetic organic chemistry as well interdisciplinary sciences due to prevalence natural products, hormones, vitamins, applications pharmaceuticals, agrochemicals, veterinary dyes pigments, bio‐imaging, semiconductors, optoelectronics, etc. This review explores various strategies for functionalization of numerous 5,6 benzo‐fused derivatives such indole, benzofuran, benzothiophene, benzimidazole, benzoxazole, benzothiazole benzotriazole through methods including C−H activation, cross‐coupling, metal catalysis, photo‐catalysis, electrocatalysis organocatalysis recent years (2019–2023). Highly heterocyclic are important precursors synthesizing many bioactive drugs like fenbendazole, viozan, griseofulvin, zileuton, flunoxaprofen, optoelectronic materials,

Language: Английский

Citations

1