Recent Advances in the Enantioselective Radical Reactions

Molecules, Год журнала: 2023, Номер 28(17), С. 6252 - 6252

Опубликована: Авг. 25, 2023

The review covers research published since 2017 and is focused on enantioselective synthesis using radical reactions. It describes recent approaches to the asymmetric of chiral molecules based application metal catalysis, dual organocatalysis finally, pure including enzyme catalysis. This focuses synthetic aspects methodology tries show which compounds can be obtained in enantiomerically enriched forms.

Язык: Английский

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Copper-Catalyzed Asymmetric Cloke–Wilson Rearrangement

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

Herein we describe the first transition-metal-catalyzed asymmetric Cloke-Wilson rearrangement through unprecedented propargylic alkenoxylation reaction with enol as O-nucleophile. A set of new chiral PPBOX ligands was prepared to guarantee high enantioselectivity transformation. series polysubstituted dihydrofuran skeletons bearing an alkyne unit in good yield and under very mild conditions, various downstream transformations were facilely conducted access different skeletons.

Язык: Английский

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Tandem asymmetric propargylic amination/carboxylative cyclization reaction to chiral 5-methylidene-2-oxazolidinones using CO2 as C1 synthon

Science China Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 4, 2024

Язык: Английский

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Advancements in Asymmetric Catalytic Approaches Involving Benzoxazinone Derivatives

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(17), С. 2767 - 2788

Опубликована: Июль 10, 2023

Abstract Chiral aza ‐heterocycles, as a sort of key frameworks natural products et al , are deeply concerned by synthetic chemists. In recent years, catalytic asymmetric reactions several types zwitterionic intermediates, originating form benzoxazinone derivatives, have become popular and efficient approach to obtain chiral ‐heterocycles. Given that, this review attempts summarize development in the field derivatives powerful dipole precursors for construction past various their been developed. Herein, is organized display important potentials values.

Язык: Английский

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Modular synthesis of planar-chiral cycloalkenes via trans-retentive trapping of π-allyl-Pd dipoles

Опубликована: Апрель 2, 2024

Planar-chiral cycloalkenes are challenging synthetic targets due to the medium-sized ring and trans-configured olefin. Asymmetric resolution of racemic E-cycloalkenes, UV-induced asymmetric isomerization Z-cycloalkenes, intramolecular cyclization olefinic substrates known as limited approaches these scaffolds. However, methods usually suffer from tedious synthesis, harsh conditions, insufficient structural diversity. Here, we present a novel palladium-catalyzed [7+2] cycloaddition facilitate modular synthesis planar-chiral 9-membered readily available chemicals. Excellent selectivity for planar chirality was achieved by retaining trans-2H configuration π-allyl-Pd species throughout whole process. Mechanistic studies were performed elucidate pivotal role hydrogen bonding chiral ligand in enhancing both reaction efficiency stereocontrol. In addition, transformations cycloalkene products their applications identification anticancer agents selective bioimaging cancer cells demonstrated value this new methodology. This research provides promising way access synthetically valued cycloalkenes.

Язык: Английский

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Photochemical Synthesis of Chiral Heterocycles via Asymmetric Carbon‐Heteroatom Bond Formation

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(11), С. 2432 - 2449

Опубликована: Апрель 29, 2024

Abstract Chiral heterocyclic compounds play a crucial role in the pharmaceutical science, materials and agrochemical industries. The critical step for synthesizing chiral heterocycles is formation of asymmetric carbon‐heteroatom bonds, which can be achieved environment under thermal or photochemical conditions. However, transformation has become an area immense growth past 15 years. In drug discovery development era, transformations have drawn attention researchers to develop new synthetic strategies via bond formation. photochemistry pathway synthesis requires chirality source transferred products. A catalytic metal complexing agent photosensitizer that generally follows single electron transfer (SET) oxidative reductive quenching cycle been widely exploited achieve this goal. review, we demonstrated recent by using catalyst, organocatalyst, dual system based on their plausible mechanism.

Язык: Английский

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Metal-free [2 + 2] and [4 + 2] cycloadditions ofN-aryl-substituted ynamides to construct functionalized aminocyclobutenes and 4-aminoquinolines

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(16), С. 4043 - 4054

Опубликована: Янв. 1, 2023

Metal-free [2 + 2] and [4 self-cycloadditions of N -aryl-substituted ynamides provide various valuable functionalized aminocyclobutenes 4-aminoquinoline derivatives.

Язык: Английский

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Recent Advances in Non-Precious Metal Catalysis

Organic Process Research & Development, Год журнала: 2023, Номер 27(11), С. 1931 - 1953

Опубликована: Ноя. 1, 2023

This Review offers a comprehensive overview of the latest advancements in nonprecious metal catalysis (NPMC) research, focusing on period between July and October 2022. As part an ongoing review series, this account emphasizes diverse synthetic applications Ni, Cu, Fe catalysis. The noticeable surge NPMC publications reflects growing interest among academic industrial research laboratories exploring harnessing catalytic potential these metals.

Язык: Английский

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Synthesis of S(IV)‐Stereogenic Chiral Thio‐Oxazolidinones via Palladium‐Catalyzed Asymmetric [3+2] Annulations

Angewandte Chemie, Год журнала: 2024, Номер 136(13)

Опубликована: Янв. 29, 2024

Abstract Organic molecules bearing chiral sulfur stereocenters exert a great impact on asymmetric catalysis and synthesis, drugs, materials. Compared with acyclic ones, the catalytic synthesis of thio‐heterocycles has largely lagged behind due to lack efficient synthetic strategies. Here we establish first modular platform access thio‐oxazolidinones via Pd‐catalyzed [3+2] annulations vinylethylene carbonates sulfinylanilines. This protocol is featured by readily available starting materials, high enantio‐ diastereoselectivity. In particular, an unusual effect non‐chiral supporting ligand diastereoselectivity was observed. Possible reaction mechanisms stereocontrol models were proposed.

Язык: Английский

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Dynamic steric confinement effect expands the frontier of Cu-catalyzed asymmetric propargylic aminations

Science China Chemistry, Год журнала: 2024, Номер 67(10), С. 3181 - 3183

Опубликована: Июнь 13, 2024

Язык: Английский

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