479499-36-0Relevant academic research and scientific papers
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 (2007)
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.
CuII-catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with a chiral ferrocene-derived P,N-ligand
Bdiri, Bilel,Dai, Li,Zhou, Zhi-Ming
, p. 2475 - 2481 (2017)
A ferrocene-derived P,N-heterodonor ligand was effectively used in a Cu(OAc)2·H2O-catalysed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with maleate derivatives, affording cycloadducts with high yields (up to 96%), diastereoselectivities (>99 dr), and enantioselectivities (up to 99% ee).
Asymmetric [3+2] cycloaddition of azomethine ylides catalyzed by silver(I) triflate with a chiral bipyrrolidine-derived phosphine ligand
Gu, Xin,Xu, Zhen-Jiang,Lo, Vanessa Kar-Yan,Che, Chi-Ming
, p. 3307 - 3314 (2013/01/15)
Two novel chiral bipyrrolidine-derived phosphine ligands L1 and L2 were synthesized. The AgOTf + L1 protocol catalyzes the asymmetric [3+2] cycloaddition of azomethine ylides with alkenes to give highly substituted pyrrolidines in good yields (up to 90%) with moderate to high diastereoselectivities (up to >19:1 dr) and enantioselectivities (up to 76%). Georg Thieme Verlag Stuttgart.New York.
Highly enantioselective asymmetric 1,3-dipolar cycloaddition of azomethine ylide catalyzed by a copper(l)/clickferrophos complex
Fukuzawa, Shin-Ichi,Oki, Hiroshi
supporting information; experimental part, p. 1747 - 1750 (2009/04/12)
A copper(l)/ClickFerrophos complex catalyzed the asymmetric 1.3-dipolar cycloaddition reaction of methyl N-benzyhdeneglycmate (the source of azomethlne ylides) with vinyl sulfone to give the exo-2,4,5-trisubstituted pyrrolidine in good yield with high enantioselectivity (99% ee). The complex also effectively catalyzed reactions of other dipolarophiles such as acrylates. maleate, and maleimides to give the exo-2,4.5-, and 2,3,4,5-substituted pyrrolidine derivatives with high diastereo- and enantioselectivities. American Chemical society.
