Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(10), P. 108297 - 108297
Published: March 6, 2023
Language: Английский
Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(10), P. 108297 - 108297
Published: March 6, 2023
Language: Английский
Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(3), P. 974 - 974
Published: Jan. 1, 2023
a 江苏师范大学化学与材料科学学院 江苏徐州 221116
Citations
28Chemical Science, Journal Year: 2023, Volume and Issue: 14(11), P. 3024 - 3029
Published: Jan. 1, 2023
Inspired by a fungicide, we designed 5-vinyloxazolidine-2,4-diones as new precursors of π-allylpalladium zwitterionic intermediates and developed palladium-catalyzed asymmetric (5 + 3) cycloaddition with azomethine imines (3 2) 1,1-dicyanoalkenes. Both reactions proceeded smoothly under mild reaction conditions to produce various chiral heterocyclic compounds in high yields excellent enantioselectivities. These results revealed that were type suitable precursor for palladium catalysis will find extensive applications Pd-catalyzed such allylic alkylation.
Language: Английский
Citations
27Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 34(11), P. 108401 - 108401
Published: March 30, 2023
Language: Английский
Citations
25Organic Letters, Journal Year: 2024, Volume and Issue: 26(8), P. 1589 - 1594
Published: Feb. 22, 2024
This study demonstrates a highly efficient regiodivergent ligand-controlled palladium-catalyzed cycloaddition reaction of vinyloxazolidine-2,4-diones with 1,3,5-triazinanes. In the presence diphosphine ligand, proceeds via (5+2) pathway to afford 1,3-diazepin-4-ones in excellent yields, while using monophosphine smoothly (3+2) give imidazolidin-4-ones good yields.
Language: Английский
Citations
9ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 5796 - 5805
Published: March 25, 2025
The transition metal-catalyzed asymmetric [n + 2] cycloaddition reaction with oxy-substituted ketene intermediates remains a synthetic challenge due to the limited availability of suitable precursors. Herein, we report visible-light-driven, palladium-catalyzed [4 vinyl benzoxazinanones siloxyketene intermediates, generating structurally diverse chiral quinolinone derivatives satisfactory diastereo- and enantioselectivities. transient generation siloxyketenes from α-ketoacylsilylanes through visible-light-induced Brook rearrangement is important for success present cycloaddition. 13C-labeling experiments reveal pathway involving [1,3]-silyl migration process. side arm effects BOX ligand silyl steric hindrance α-ketoacylsilanes play crucial roles in stereoselectivity control, theoretical calculations provide insights into stereochemical outcome reaction.
Language: Английский
Citations
1Organic Letters, Journal Year: 2022, Volume and Issue: 24(45), P. 8348 - 8353
Published: Nov. 10, 2022
A palladium-catalyzed enantioselective α-allylation of deconjugated butenolides with aza-π-allylpalladium 1,4-diploes, in situ generated from palladium-mediated decarboxylation cyclic carbamates and amide-substituted acyclic carbonates, has been successfully developed. An array enantioenriched 2-piperidones bearing an all-carbon quaternary stereocenter were obtained high yields excellent enantioselectivities (up to 99% yield ee). The utility this method was also showcased by a large-scale reaction synthetic transformations the product.
Language: Английский
Citations
29Chemical Communications, Journal Year: 2023, Volume and Issue: 59(49), P. 7483 - 7505
Published: Jan. 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.
Language: Английский
Citations
23Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(19), P. 10491 - 10496
Published: May 4, 2023
Strained cyclic allenes are a class of in situ-generated fleeting intermediates that, despite being discovered more than 50 years ago, has received significantly less attention from the synthetic community compared to related strained intermediates. Examples trapping that involve transition metal catalysis especially rare. We report first annulations highly reactive with π-allylpalladium species. By varying ligand employed, either two isomeric polycyclic scaffolds can be obtained high selectivity. The products heterocyclic and sp3-rich bear or three new stereocenters. This study should encourage further development fragment couplings rely on for rapid assembly complex scaffolds.
Language: Английский
Citations
20Chemical Communications, Journal Year: 2024, Volume and Issue: 60(11), P. 1436 - 1439
Published: Jan. 1, 2024
Benzo-fused cyclic carbonates were designed and synthesized as a novel type of precursor π-allylpalladium zwitterionic intermediates.
Language: Английский
Citations
8Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3310 - 3315
Published: April 8, 2024
A catalyst system consisting of a chiral phosphoramidite ligand and Pd2(dba)3·CHCl3 causes the decarboxylation 5-vinyloxazolidine-2,4-diones to generate amide-containing aza-π-allylpalladium 1,3-dipole intermediates, which are capable triggering dearomatization 3-nitroindoles for diastereo- enantioselective [3+2] cycloaddition, leading formation series highly functionalized pyrroloindolines containing three contiguous stereogenic centers with excellent results (up 99% yield, 88:12 dr, 96% ee).
Language: Английский
Citations
7