Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Unprecedented free amine-oriented regioselective activations/carbonylations mediated by hexacarbonylmolybdenum have been developed to synthesize 5/6-membered benzolactams respectively.
Язык: Английский
ACS Catalysis, Год журнала: 2025, Номер unknown, С. 3860 - 3872
Опубликована: Фев. 19, 2025
Язык: Английский
Процитировано
1
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(46)
Опубликована: Июль 25, 2024
Abstract An unprecedented chemodivergent strategy for parallel kinetic resolution (PKR) is disclosed through which two planar chiral products bearing different structures were simultaneously afforded with opposite stereoselectivities. Two achiral esters are activated by one single N‐heterocyclic carbene (NHC) catalyst to react the enantiomers of racemic imine substrate in a fashion. distinct and stereoselectivities respectively from same reaction system good excellent yields, enantio‐ diastereoselectivities. Control experiments studies carried out probe dynamic properties during progress. The pyridine lactam show interesting applications both asymmetric synthesis pesticide development.
Язык: Английский
Процитировано
6
Chemical Science, Год журнала: 2023, Номер 14(43), С. 12152 - 12159
Опубликована: Янв. 1, 2023
An intriguing chiral phosphoric acid-catalyzed asymmetric hydrolytic ring-opening of racemic aziridines via regiodivergent PKR is presented, providing an efficient approach for the construction β-amino alcohols.
Язык: Английский
Процитировано
9
Organic Letters, Год журнала: 2024, Номер 26(29), С. 6290 - 6294
Опубликована: Июль 18, 2024
Strategies that fully convert available racemic substrates into valuable enantioenriched products are urgently needed in organic synthesis. Reported herein is the first parallel kinetic asymmetric transformation of cyclohexadienones. Racemic cyclohexadienones diastereoselectively converted a new pair transient dienol intermediates, which then protonated by chiral phosphoric acid to deliver two sets hydroindole bearing quaternary stereocenter with generally excellent enantioselectivity.
Язык: Английский
Процитировано
3
JACS Au, Год журнала: 2024, Номер 4(11), С. 4445 - 4454
Опубликована: Окт. 14, 2024
The development of chiroptical molecular switches for chiral sensing, data communication, optical displays, logic gates, and asymmetric catalysis is currently a vibrant frontier science technology. Herein, we report practical artificial dynamic system based on 1,2-diaxial atropisomer. Organocatalytic parallel kinetic resolution allows the divergent synthesis two sets stereoisomers with vicinal C-C N-N axes from same racemic single-axis substrates. By simply varying configuration single catalyst, all four are accessible. successive conduction covalent unlocking/locking thermal-isomerization processes enables sequential switching between atropisomeric states electronic circular dichroism signal reversal, providing an example multistate switches.
Язык: Английский
Процитировано
3
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 18, 2025
We report a chiral phosphoric acid-catalyzed hydrolytic parallel kinetic resolution (HPKR) of racemic epoxides and activated alcohols. Using an acyloxy-assisted activation strategy, this method enables the highly stereocontrolled hydrolysis under mild conditions. A wide range aryl-substituted secondary alcohols were effectively transformed, providing corresponding with combined yields up to 99% enantiomeric ratios exceeding 99:1.
Язык: Английский
Процитировано
0
Tetrahedron, Год журнала: 2025, Номер 183, С. 134711 - 134711
Опубликована: Май 14, 2025
Язык: Английский
Процитировано
0
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(21), С. 4294 - 4322
Опубликована: Авг. 17, 2024
Abstract Optically active molecule architectures stand as an important class of organic compounds and occupy a key role in academic industrial communities. Particularly, the molecules bearing quaternary carbon are vital importance because its favorable conformation valuable three‐dimensional molecules, which frequently play broad spectrum functional materials, pharmaceutical relevant natural agrochemicals. Over past few decades, large number synthetic strategies for enantioselective construction with chiral centers have been focus research initiatives. In this review, state‐of‐the‐art toward synthesis enantioenriched stereocenters summarized, could be segmented into four categories: 1) Construction optically by addition to prochiral sp 2 carbon; 2) all‐carbon via substitution at non‐chiral tetra‐substituted 3) kinetic resolution; 4) desymmetrization reactions.
Язык: Английский
Процитировано
2
Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Дек. 20, 2024
Comprehensive Summary Herein, a [1,2]‐phospha‐Brook rearrangement‐initiated palladium‐catalyzed cyclization reaction for base‐controlled selective synthesis of 2 H ‐isoindole‐1‐carboxamide and ‐isoindole‐1‐carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation conditions. Mechanistic studies show that the rearrangement is key step in this reaction. protocol offers novel concise ‐isoindole derivatives.
Язык: Английский
Процитировано
2
ACS Catalysis, Год журнала: 2024, Номер unknown, С. 18701 - 18707
Опубликована: Дек. 8, 2024
Chiral 2,5-disubstituted pyrrolidines are ubiquitous subunits in natural products, bioactive compounds, pharmaceuticals, and chiral catalysts. However, their asymmetric synthesis still presents a formidable challenge. We herein report rare example of diastereodivergent parallel kinetic resolution racemic 2-substituted via C(sp3)–H borylation. A vast array enantioenriched cis- trans-2,5-disubstituted were obtained with high enantioselectivities. The synthetic utility was demonstrated by downstream transformations, including the optically active pyrrolidine 197B cis-pyrrolidine 225H.
Язык: Английский
Процитировано
1