scholarly journals Binap and Phosphoramidites as Privileged Chiral Ligands for the Metal-Catalyzed Enantioselective 1,3-Dipolar Cycloaddition of Azomethine Ylides

2016 ◽  
Vol 16 (6) ◽  
pp. 2430-2448 ◽  
Author(s):  
Carmen Nájera ◽  
José M. Sansano
2019 ◽  
Vol 55 (80) ◽  
pp. 11979-11991 ◽  
Author(s):  
Javier Adrio ◽  
Juan C. Carretero

The aim of this feature article is to show the stereochemical versatility of the metal-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides.


Synthesis ◽  
2021 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Vyacheslav D. Steben’kov ◽  
Konstantin L. Obydennov ◽  
Sergey A. Usachev ◽  
Vladimir S. Moshkin ◽  
...  

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.


ChemInform ◽  
2008 ◽  
Vol 39 (15) ◽  
Author(s):  
Ana Lopez-Perez ◽  
Rocio Robles-Machin ◽  
Javier Adrio ◽  
Juan Carlos Carretero

2016 ◽  
Vol 22 (14) ◽  
pp. 4952-4959 ◽  
Author(s):  
Alberto Ponce ◽  
Inés Alonso ◽  
Javier Adrio ◽  
Juan C. Carretero

2016 ◽  
Vol 52 (60) ◽  
pp. 9458-9461 ◽  
Author(s):  
Kang Liu ◽  
Yong Xiong ◽  
Zuo-Fei Wang ◽  
Hai-Yan Tao ◽  
Chun-Jiang Wang

An unprecedented Ag(i)-catalyzed ligand-controlled stereodivergent 1,3-dipolar cycloaddition of azomethine ylides with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford heterocycles bearing both methylisoxazole and pyrrolidine moieties.


ChemInform ◽  
2005 ◽  
Vol 36 (45) ◽  
Author(s):  
M. S. Novikov ◽  
A. F. Khlebnikov ◽  
I. V. Voznyi ◽  
O. V. Besedina ◽  
R. R. Kostikov

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