870083-16-2Relevant academic research and scientific papers
Highly enantioselective copper(I)-fesulphos-catalyzed 1,3-dipolar cycloaddition of azomethine ylides
Cabrera, Silvia,Arrayas, Ramon Gomez,Carretero, Juan C.
, p. 16394 - 16395 (2005)
The catalyst system formed by Cu(CH3CN)4ClO4 and the planar chiral P,S-ligand Fesulphos behaves as a very efficient chiral Lewis acid in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides. This catalys
Dynamic Catalytic Highly Enantioselective 1,3-Dipolar Cycloadditions
Antonchick, Andrey P.,Brieger, Lukas,Grigalunas, Michael,Strohmann, Carsten,Waldmann, Herbert,Yildirim, Okan
supporting information, p. 20012 - 20020 (2021/08/06)
In dynamic covalent chemistry, reactions follow a thermodynamically controlled pathway through equilibria. Reversible covalent-bond formation and breaking in a dynamic process enables the interconversion of products formed under kinetic control to thermod
Catalytic Aerobic Oxidation and Tandem Enantioselective Cycloaddition in Cascade Multicomponent Synthesis
Potowski, Marco,Merten, Christian,Antonchick, Andrey P.,Waldmann, Herbert
supporting information, p. 4913 - 4917 (2015/03/18)
An efficient multicomponent cascade transformation for the highly diastereo- and enantioselective synthesis of complex natural product inspired polycyclic products from simple starting materials is described. The cascade is initiated by copper-catalyzed a
Axially chiral BINIM and Ni(II)-catalyzed highly enantioselective 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides
Shi, Jing-Wen,Zhao, Mei-Xin,Lei, Zhi-Yu,Shi, Min
, p. 305 - 308 (2008/09/17)
(Chemical Equation Presented) Axially chiral BINIM-Ni(II) complexes are effective catalysts in the asymmetric 1,3-dipolar cycloaddition reactions of azomethine ylides and N-arylmaleimides to give the corresponding adducts in good yields and up to 95% enan
CuI-Fesulphos complexes: efficient chiral catalysts for asymmetric 1,3-dipolar cycloaddition of azomethine ylides
Cabrera, Silvia,Arrayás, Ramón Gómez,Martín-Matute, Belén,Cossío, Fernando P.,Carretero, Juan C.
, p. 6587 - 6602 (2008/02/05)
The CuI-Fesulphos catalyst system (≤3 mol %) shows an excellent performance in the asymmetric 1,3-dipolar cycloaddition of azomethine ylides. High to very high levels of reactivity, endo/exo selectivity, and enantioselectivity (69->99% ee) are generally achieved with a very wide range of azomethine ylides and dipolarophiles. Based on experimental and computational studies data, a model that accounts for this high enantiocontrol is proposed.
Catalytic enantioselective 1,3-dipolar cycloaddition of azomethine ylides with vinyl sulfones
Llamas, Tomas,Arrayas, Ramon Gomez,Carretero, Juan C.
, p. 1795 - 1798 (2007/10/03)
A general protocol for the enantioselective catalytic 1,3-dipolar cycloaddition of azomethine ylides with aryl vinyl sulfones is described. Nearly complete exo selectivity and enantioselectivities up to 85% ee are attained with Cu(CH3CN)4
Cu(I)-catalyzed highly exo-selective and enantioselective [3 + 2] cycloaddition of azomethine ylides with acrylates
Gao, Wenzhong,Zhang, Xumu,Raghunath, Malati
, p. 4241 - 4244 (2007/10/03)
(Chemical Equation Presented) A novel Cu(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with acrylates has been developed. Up to 98/2 exo/endo selectivity and up to 98% enantiomeric excess have been achieved.
Bifunctional AgOAc-catalyzed asymmetric [3 + 2] cycloaddition of azomethine ylides
Zeng, Wei,Zhou, Yong-Gui
, p. 5055 - 5058 (2007/10/03)
(Chemical Equation Presented) A bifunctional AgOAc-catalyzed asymmetric cycloaddition of azomethine ylides with electronic-deficient alkenes was developed using ferrocenyloxazoline-derived N,P ligands. The reactive metal-bound azomethine ylide dipole is formed by the deprotonation with acetate, and extra base is not necessary. The reactions proceed with high enantioselectivity. This method provides an efficient and convenient route to optically active pyrrolidine derivatives.
