Recent advances in copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates

Chemical Communications, Год журнала: 2023, Номер 59(49), С. 7483 - 7505

Опубликована: Янв. 1, 2023

Copper-catalyzed decarboxylative reactions are powerful strategies for the construction of widely available skeletons such as allenes, ethynyl-containing heterocycles, and quaternary carbon centers.

Язык: Английский

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Recent advances in copper-catalyzed asymmetric propargylic substitution

Tetrahedron Chem, Год журнала: 2024, Номер 11, С. 100082 - 100082

Опубликована: Июль 3, 2024

Язык: Английский

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Copper-Catalyzed Enantioselective Formal [4 + 1] and [3 + 3] Cycloaddition of Ethynylethylene Carbonates

Organic Letters, Год журнала: 2023, Номер 25(51), С. 9213 - 9218

Опубликована: Дек. 15, 2023

Herein we employed ethynylethylene carbonates (EECs) to achieve formal [4 + 1] and [3 3] cycloaddition with cyclic 1,3-dicarbonyl compounds. On one hand, EECs styryl substitution could undergo a remotely controlled enantioselective reaction. This reaction exhibits good chemoselectivity, regioselectivity, enantioselectivity. In addition, of compounds was also achieved, leading series 4H-pyrans impressive chemoselectivity

Язык: Английский

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Au-allenylidene promoted decarboxylative annulation to access unsaturated γ-lactams/lactones

Chemical Communications, Год журнала: 2024, Номер 60(29), С. 3926 - 3929

Опубликована: Янв. 1, 2024

The unique Au-allenylidene promoted decarboxylative intramolecular α -attacking annulation has been disclosed to prepare unsaturated γ -lactams/lactones from cyclic ethynylethylene carbamates/carbonates.

Язык: Английский

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Decarboxylative [3 + 2] cycloaddition of propargyl cyclic carbonates with C,O-bis(nucleophile)s to access dihydrofuro[3,2-c]coumarins and dihydronaphtho[1,2-b]furans with quaternary center

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(8), С. 1671 - 1675

Опубликована: Янв. 1, 2024

The development of efficient and straightforward strategies for obtaining chiral complex molecules from readily available starting materials is great value in drug discovery. stereodivergent synthesis heterocycles bearing quaternary centers remains a challenge due to inherent steric issues. Herein, we report an enantioselective copper-catalyzed decarboxylative [3 + 2] cycloaddition propargyl cyclic carbonates/carbamates with 4-hydroxycoumarins afford wide range dihydrofuro[3,2-

Язык: Английский

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Cu-catalyzed three-component C-S-P coupling for the synthesis of trisubstituted allenyl phosphorothioates

Chinese Chemical Letters, Год журнала: 2024, Номер 35(12), С. 109617 - 109617

Опубликована: Фев. 20, 2024

Язык: Английский

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Copper-catalyzed enantioselective propargylic [3 + 2] cycloaddition: access to oxygen heterocycles featuring a CF₃-substituted quaternary stereocenter

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

An enantioselective Cu( i )-catalyzed propargylic [3 + 2] cycloaddition reaction for the synthesis of optically active oxygen heterocycles bearing CF 3 -substituted quaternary stereocenters has been realized.

Язык: Английский

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Palladium-catalyzed [6 + 4] cycloaddition with π-allyl all-carbon 1,6-dipole for the synthesis of ten-membered heterocycles

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(5), С. 1299 - 1304

Опубликована: Дек. 25, 2023

This work introduces a novel α,α-diester-δ-vinylvalerolactone as dipolar precursor in palladium-catalyzed [6 + 4] cycloaddition reaction with azadienes, resulting the production of ten-membered heterocycles.

Язык: Английский

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New Synthetic Approaches for the Construction of Enantioenriched Molecules Bearing Quaternary Stereocenters

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

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Palladium-Catalyzed Asymmetric [3＋4] Cycloadditions for the Construction of Cyclohepta[b]indoles

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(8), С. 2864 - 2864

Опубликована: Янв. 1, 2023

A Pd-catalyzed decarboxylation strategy for the efficient synthesis of cyclohepta [b]indoles in good yields with to excellent enantioselectivities and moderate diastereoselectivities is reported.In this procedure, viny indoloxazolidones were activated by Pd catalyst generate zwitterionic intermediates situ, which then trapped electro-deficient diene species via asymmetric [3＋4] cycloaddition process.

Язык: Английский

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