Synthesis, Год журнала: 2024, Номер 56(24), С. 3923 - 3928
Опубликована: Ноя. 7, 2024
Abstract A base-promoted olefination reaction between alkylphosphonium salts and activated alkyl halides has been developed. The products were obtained in excellent E-selectivity. In contrast to most other reactions of phosphonium salts, the yields triphenylphosphine as main by-product, which can be directly reused formation new salts.
Язык: Английский
Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(24), С. 3588 - 3604
Опубликована: Ноя. 1, 2024
Comprehensive Summary Vicinal stereogenic centers are ubiquitous structural scaffolds in both natural products and synthetic compounds, yet their enantioselective construction remains a significant challenge organic synthesis. Organoboron compounds of paramount importance chemistry due to ability undergo facile transformations, yielding diverse essential chemical bonds such as carbon‐carbon, carbon‐oxygen, carbon‐nitrogen, carbon‐halogen bonds. Transition‐metal‐catalyzed asymmetric borylative functionalizations internal alkenes offer promising strategy for the installation two adjacent chiral across carbon‐carbon By leveraging versatile transformations newly introduced boryl unit, this approach holds great potential expanding diversity vicinal scaffolds. In concise review, we aim highlight recent advancements transition‐metal‐catalyzed alkenes, underscore utility constructing centers, discuss unsolved challenges future directions field. Key Scientists
Язык: Английский
Процитировано
4
Advanced Science, Год журнала: 2024, Номер unknown
Опубликована: Июль 5, 2024
A Pd-catalyzed enantioselective aminosilylation of alkenes via tandem Aza-Heck/silylation reaction under Pd/Sadphos catalysis is disclosed. wide array oxime esters and silicon reagents are tolerated, furnishing the chiral pyrrolines bearing one quaternary or two contiguous stereocenters in good yield with high enantioselectivity. Not only terminal but also tri-substituented internal successfully participate reaction, delivering vicinal complete diastereoselectivity DFT study conducted to probe pathway origin enantioselectivity, which revealed that stereoinduction arises from weak interaction between aromatic ring substrate fragment naphthyl group ligand.
Язык: Английский
Процитировано
3
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Янв. 10, 2025
A three-component cascade boronation–dearomatization reaction of alkenes, a diboron compound, and pyridinium salt is diclosed, affording chiral boron-containing 1,4-dihyropyridines in high yields (≤98%) diastereoselectivity (≤10:1 dr), along with excellent enantioselectivity (typically >99% ee). The catalytic system performs efficiently at low catalyst loadings (1 mol %) was tested >50 examples, including some biologically active molecules.
Язык: Английский
Процитировано
0
ACS Catalysis, Год журнала: 2025, Номер unknown, С. 8353 - 8360
Опубликована: Май 5, 2025
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Май 7, 2025
A photoinduced radical arylboration of unactivated alkenes with B2pin2 and aryl nitriles was developed, providing a mild efficient approach to access useful β-aryl boronates in the absence transition-metal catalyst. This reaction undergoes boron addition alkene subsequent radical-radical coupling process. showcases good functional group compatibility provides promising complementary strategy chemistry traditional transition-metal-catalyzed coupling.
Язык: Английский
Процитировано
0
Nature Communications, Год журнала: 2025, Номер 16(1)
Опубликована: Май 28, 2025
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Июнь 5, 2025
Internal allenes are challenging substrates in copper-catalyzed borylative difunctionalization. When internal featuring a methylidenecyclobutane motif were employed, hydrofunctionalization reaction using diborons and ketones as partners the presence of chiral monophosphorus ligand was developed, affording series unsaturated tertiary alcohols preserving high regio- stereoselectivities. Control experiments suggest that involves boronation-deboronation process, plausible mechanism has been proposed.
Язык: Английский
Процитировано
0
Green Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
NHC-catalyzed desymmetrization amidation of biaryl dialdehydes has been developed for NH-free axially chiral thiourea. Sequential kinetic resolution enhances the chirality induction strategy, expanding applicable scope.
Язык: Английский
Процитировано
0
Synthesis, Год журнала: 2024, Номер 56(24), С. 3923 - 3928
Опубликована: Ноя. 7, 2024
Abstract A base-promoted olefination reaction between alkylphosphonium salts and activated alkyl halides has been developed. The products were obtained in excellent E-selectivity. In contrast to most other reactions of phosphonium salts, the yields triphenylphosphine as main by-product, which can be directly reused formation new salts.
Язык: Английский
Процитировано
0