Chem Catalysis, Journal Year: 2022, Volume and Issue: 2(11), P. 3163 - 3173
Published: Sept. 8, 2022
Language: Английский
Chem, Journal Year: 2022, Volume and Issue: 8(12), P. 3346 - 3362
Published: Sept. 23, 2022
Language: Английский
Citations
77
Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(52), P. 27288 - 27292
Published: Sept. 28, 2021
Abstract A Pd‐catalyzed hydrophosphinylation of alkyl and aryl‐oxyallenes with phosphine oxides has been developed for the efficient rapid construction a family chiral allylic diverse range functional groups. This methodology was further applied in facile 2 H ‐chromene later stage functionalization cholesterol.
Language: Английский
Citations
76
Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(52), P. 27247 - 27252
Published: Oct. 21, 2021
P-stereogenic tert- and sec-phosphines have wide applications in asymmetric catalysis, materials, pharmaceutical chemistry, however, their practical synthesis still constitutes a significant challenge. Herein, successful kinetic resolution of rac-secondary phosphine oxides via the enantioselective P-benzylation process catalyzed by palladium/Xiao-Phos was designed. Both sec-phosphine were delivered good yield excellent enantiopurity (selectivity factor up to 226.1). The appealing synthetic utilities are further demonstrated facile preparation several valuable P-chiral compounds, precursors bidentate ligands, as well transition metal complexes.
Language: Английский
Citations
76
Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(48), P. 20071 - 20076
Published: Nov. 19, 2021
Here we report that chiral Mn(I) complexes are capable of H-P bond activation. This activation mode enables a general method for the hydrophosphination internal and terminal α,β-unsaturated nitriles. Metal-ligand cooperation, strategy previously not considered catalytic activation, is at base mechanistic action Mn(I)-based catalyst. Our computational studies support stepwise mechanism provide insight into origin enantioselectivity.
Language: Английский
Citations
67
Chemical Science, Journal Year: 2022, Volume and Issue: 13(14), P. 4095 - 4102
Published: Jan. 1, 2022
The catalytic asymmetric synthesis of
Language: Английский
Citations
54
Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(7), P. 2893 - 2898
Published: Feb. 14, 2022
Transition-metal-catalyzed branched and enantioselective allylic substitution of monosubstituted precursors with carbon, nitrogen, oxygen, sulfur, fluoride nucleophiles has been well-established. However, such a selective carbon–phosphorus bond formation not realized probably due to the catalyst deactivation by strong coordinating nature phosphinylating reagents. Herein, we report Rh-catalyzed highly regio- synthesis phosphine oxides in presence chiral bisoxazoline-phosphine ligand. The application α-hydroxylalkylphosphine keep low concentration secondary is essential for high yields. addition diphenyl phosphoric acid was found only activate alcohols but also accelerate formation.
Language: Английский
Citations
52
Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 62(3)
Published: Nov. 25, 2022
Abstract A Cu/CPA co‐catalytic system has been developed for achieving the direct hydrophosphinylation of alkynes with phosphine oxides in delivering novel axially chiral phosphorus‐containing alkenes high yields and excellent enantioselectivities (up to 99 % yield ee). DFT calculations were performed elucidate reaction pathway origin enantiocontrol. This streamlined modular methodology establishes a new platform design application styrene‐phosphine ligands.
Language: Английский
Citations
48
ChemCatChem, Journal Year: 2022, Volume and Issue: 14(22)
Published: Sept. 22, 2022
Abstract Organophosphines have garnered attention from many avenues ranging agriculture to fine chemicals. One‐time use of phosphate resources has made sustainable phosphorus overall imperative. Hydrophosphination serves as an efficient method selectively prepare P−C bonds, furnishing a range phosphorus‐containing molecules while maximizing the phosphorus. Since first report in 1958, wide array catalysts appeared for hydrophosphination, reaction that is spontaneous some instances. This review presents representative view literature based on known through mid‐2022, highlighting extensions unique substrates and advances selectivity. While several excellent reviews aspects this transformation, meant comprehensive guide reported catalysts.
Language: Английский
Citations
47
Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 11(5)
Published: March 9, 2022
Abstract Alkynes are one of the most fundamental and diverse functional groups utilized in organic synthesis. Over past few years, development efficient synthetic methodologies for functionalization alkynes has been an active area research. A plethora alkyne reactions have reported literature to construct functionalized alkene scaffolds, which important building blocks many natural products, pharmaceuticals, key intermediates various transformations. In this review, we describe recent advances with emphasis on substrate scope, limitations, regioselectivity control applications these reactions. This review covers from 2016 2021.
Language: Английский
Citations
44
Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(47)
Published: Sept. 28, 2022
The transition-metal-catalyzed C-P bond cleavage has emerged as a powerful tool for the formation of both C-C and bond. However, stereoselective is still undeveloped. Herein, we report palladium-catalyzed construction P-stereogenic phosphines stereogenic axis. This protocol enables quick synthesis atropisomers bearing center in high yields, diastereo- enantioselectivities up to 98 % ee, >25 : 1 dr. product able serve chiral catalyst phosphine catalyzed [3+2] cycloaddition allenoates imines, showing great potential present methodology.
Language: Английский
Citations
41