Elsevier eBooks, Год журнала: 2023, Номер unknown, С. 335 - 356
Опубликована: Дек. 19, 2023
Язык: Английский
Chemical Society Reviews, Год журнала: 2023, Номер 53(2), С. 883 - 971
Опубликована: Дек. 18, 2023
This review aims to collect advancements in enantioselective palladium-catalyzed cyclization reactions over the past eleven years, and it is organized into thirteen sections depending on different types of transformations involved.
Язык: Английский
Процитировано
42
Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(15), С. 3096 - 3100
Опубликована: Янв. 1, 2023
Activated vinylcyclopropanes can form zwitterionic π-allylmetal species in the presence of transition metals and are widely used organic synthesis. A nickel-catalyzed asymmetric allylation secondary phosphine oxides with was described. Tertiary oxide products could be obtained up to 91% yield 92% ee.
Язык: Английский
Процитировано
16
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(10), С. 2905 - 2910
Опубликована: Янв. 1, 2024
A chiral bifunctional Brønsted base-catalyzed enantioselective [3 + 2] cycloaddition of D–A cyclopropanes and azadienes is reported. The protocol features broad substrate scope, mild reaction conditions high functional group tolerance.
Язык: Английский
Процитировано
5
The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Окт. 4, 2024
A palladium-catalyzed regioselective [8 + 3] cycloaddition of tropsulfimides and tropones with vinylidenecyclopropane-diesters (VDCP-diesters) has been disclosed in this paper, affording decahydro-1
Язык: Английский
Процитировано
5
Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(24), С. 6973 - 6978
Опубликована: Янв. 1, 2022
The intermolecular reductive radical coupling of olefins with alkenyl N-heteroarenes, employing an iron( iii )-catalyzed hydrogen atom transfer strategy, is described.
Язык: Английский
Процитировано
7
Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(12)
Опубликована: Апрель 17, 2024
Abstract We reported a chiral oxamide‐phosphine ligand (COAP−Ph)‐Pd‐catalyzed asymmetric [3+2] cycloaddition reaction between vinyl cyclopropane compounds derived from 1,3‐indanedione and 2‐vinylcyclopropane‐1,1‐dicarboxylates with cyclic sulfonyl 1‐azadienes. The corresponding reactions provided series of enantiomerically active spiro cyclopentane‐indandione cyclopentane structures bearing three consecutive stereogenic centers in good yields diastereo‐ enantioselectivity. COAP−Pd complex serves not only to promote generation π ‐allyl‐palladium intermediates induce the asymmetry reaction, but also depress background reaction.
Язык: Английский
Процитировано
1
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
In the present study, mechanism, origin of chemoselectivity, and substituent effects phosphine-catalyzed ring-opening reaction cyclopropyl ketone have been investigated using DFT method. Multiple pathways, including formation hydrofluorenone, Cloke-Wilson product, cyclopenta-fused were studied compared. The computational results show that pathway for hydrofluorenone is most favorable one, which involves four processes: nucleophilic substitution to open three-membered ring, an intramolecular Michael addition enolate intermediate, [1,5]-proton transfer give ylide, Wittig deliver final product. For disclosing structural analysis local reactivity index performed. Moreover, also considered QTAIM analysis. current study would provide useful insights understanding chemoselective reactions.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2023, Номер 25(46), С. 8344 - 8349
Опубликована: Ноя. 14, 2023
A nickel-catalyzed three-component alkylarylation of alkenyl N-heteroarenes with α-bromocarboxylates and aryl boronic acids is reported. The protocol provides a new method to access variety N-heteroarene substituted diarylalkanes in moderate good yields. It features mild reaction conditions, cheap nickel catalyst, readily available substrates, broad substrate scope.
Язык: Английский
Процитировано
3
RSC Advances, Год журнала: 2023, Номер 13(7), С. 4754 - 4756
Опубликована: Янв. 1, 2023
We have developed a procedure for the Michael addition of 4-hydroxycoumarins to vinyl-substituted N-heterocycles. The chemistry is also suitable thiocoumarins and quinolinones. A mechanism proposed involving nucleophilic attack at vinyl-group protonated N-heterocycle.
Язык: Английский
Процитировано
2
ACS Catalysis, Год журнала: 2023, Номер 14(1), С. 153 - 160
Опубликована: Дек. 12, 2023
In this study, Pd-catalyzed enantioselective C3-allylative dearomatization is performed, which proceeds via dearomative [3 + 2] cycloaddition involving quinolinium zwitterions and vinyl cyclopropanes. This protocol significant for the synthesis of complex, multifused cyclic compounds characterized by meticulously controlled multistereogenic centers using π-allyl palladium species. The method developed herein presents an approach to overcoming challenge achieving stereoselective C3-functionalization. SEGPHOS ligand plays integral role in process improving both conversion rates stereoselectivity. Our investigation also underscores versatility methodology demonstrating its potential construction stereocontrolled fused N-cyclic systems. results study lay foundation further exploration refinement asymmetric aimed at strategic N-heterocyclic compounds.
Язык: Английский
Процитировано
1