Copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of 1,3-enynes and azomethine ylides [PDF]
Herein, we report a copper(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides and 1,3-enynes, which provides a series of chiral poly-substituted pyrrolidines in high regio-, diastereo-, and enantioselectivities. Both 4-aryl-1,3-enynes
Bo-Ran Wang+6 more
doaj +2 more sources
1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides with Carbonyl Dipolarophiles Yielding Oxazolidine Derivatives [PDF]
We provide a comprehensive account of the 1,3-dipolar cycloaddition reactions of azomethine ylides with carbonyl dipolarophiles. Many different azomethine ylides have been studied, including stabilized and non-stabilized ylides.
Adam G. Meyer, John H. Ryan
doaj +2 more sources
[3 + 2] Cycloaddition with photogenerated azomethine ylides in β-cyclodextrin [PDF]
Stability constants for the inclusion complexes of cyclohexylphthalimide 2 and adamantylphthalimide 3 with β-cyclodextrin (β-CD) were determined by 1H NMR titration, K = 190 ± 50 M−1, and K = 2600 ± 600 M−1, respectively.
Margareta Sohora+2 more
doaj +2 more sources
Intramolecular Hydrogen Bond Activation: Thiourea-Organocatalyzed Enantioselective 1,3-Dipolar Cycloaddition of Salicylaldehyde-Derived Azomethine Ylides with Nitroalkenes. [PDF]
An organocatalytic strategy for the synthesis of tetrasubstituted pyrrolidines with monoactivated azomethine ylides in high enantiomeric excess and excellent exo/endo selectivity is presented.
Esteban F+8 more
europepmc +2 more sources
Stereoselective Ag-Catalyzed 1,3-Dipolar Cycloaddition of Activated Trifluoromethyl-Substituted Azomethine Ylides [PDF]
This is the peer reviewed version of the following article: Chemistry – A European Journal 22.14 (2016): 4952 - 4959, which has been published in final form at http://doi.org/10.1002/chem.201504869. This article may be used for non-commercial purposes in
Adrio+62 more
core +4 more sources
One-Step Maleimide-Based Dual Functionalization of Protein N-Termini. [PDF]
Maleimides can target the N‐termini of proteins instead of cysteine by the use of 2‐pyridinecarboxaldehyde and copper(II) salt under non‐denaturing conditions. The methodology requires no mutagenesis of proteins and enables the high‐yield attachment of various functional groups to proteins with various N‐terminal amino acids through a simple operation ...
Hanaya K, Taguchi K, Wada Y, Kawano M.
europepmc +3 more sources
Synthesis of Some New 3-Pyrrolidinylquinoline Derivatives via 1,3-Dipolar Cycloaddition of Stabilized Azomethine Ylides to Quinolinyl α,β- Unsaturated Ketones [PDF]
International audienceN-Metallated azomethine ylide generated from methyl (E)-N-benzylideneglycinate, LiBr and triethylamine underwent cycloaddition to quinolyl α,β- unsaturated ketones with excellent diastereoselectivity to afford new functionalised 3 ...
Belfaitah, Ali+5 more
core +3 more sources
Influence of Endo- and Exocyclic Heteroatoms on Stabilities and 1,3-Dipolar Cycloaddition Reactivities of Mesoionic Azomethine Ylides and Imines. [PDF]
The geometries, stabilities, and 1,3-dipolar cycloaddition reactivities of 24 mesoionic azomethine ylides and imines were investigated using density functional theory calculations at the M06-2X/6-311+G-(d,p)/M06-2X/6-31G-(d) level.
Champagne PA, Houk KN.
europepmc +3 more sources
Catalytic asymmetric synthesis of diazabicyclo[3.1.0]hexanes by 1,3-dipolar cycloaddition of azomethine ylides with azirines [PDF]
Substituted 1,3-diazabicyclo[3.1.0]hexanes with two contiguous quaternary stereocentres are readily prepared by catalytic asymmetric [3+2] cycloaddition of α-substituted iminoesters with azirines.
Adrio, Javier+3 more
core +2 more sources
A Novel One-Pot Green Synthesis of Dispirooxindolo-pyrrolidines via 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides [PDF]
A facile synthesis of dispirooxindolopyrrolidines has been accomplished via a one-pot three component 1,3-dipolar cycloaddition reaction. The reaction of azomethine ylides generated in situ from L-phenylalanine and substituted isatins with a series of ...
Abdulrahman I. Almansour+5 more
doaj +2 more sources