• Haifei Wang describes the Ag(I)-catalyzed [3+2] cycloaddition of azomethine ylides.

    Professor H. Wang (Hunan University of Technology, P. R. of China)

     

[3+2] Cycloaddition of Azomethine Ylides

Haifei Wang describes the Ag(I)-catalyzed [3+2] cycloaddition of azomethine ylides.

L-tert-Leucine-Derived AmidPhos/Silver(I) Chiral Complexes for the Asymmetric [3+2] Cycloaddition of Azomethine Ylides: Z. Zhou, X. Zheng, J. Liu, J. Li, P. Wen, H. Wang
Synlett 2017, 28, DOI: 10.1055/s-0036-1588137

The synthesis of five-membered nitrogen-containing heterocycles, in particular highly substituted pyrrolidines, has been the focus of much attention, as these structural motifs are widely present in many natural alkaloids and pharmaceutically useful agents. The [3+2] cycloaddition reaction of azomethine ylides to electron-deficient alkenes is one of the most useful tools for constructing highly substituted pyrrolidines. The group of Professor Haifei Wang at Hunan University of Technology (P. R. of China) has recently reported a new methodology for the stereocontrolled synthesis of extensively functionalized pyrrolidines.

  • Haifei Wang describes the Ag(I)-catalyzed [3+2] cycloaddition of azomethine ylides.

    Ag(I)-catalyzed synthesis of highly substituted pyrrolidines

     

Professor Wang said: 

“In the paper, our group reported that the chiral L-tert-leucine-derived AmidPhos-Ag2CO3 catalytic system is able to catalyze the asymmetric [3+2] cycloaddition of azomethine ylides to dipolarophiles using small amounts of catalyst loading – with or without base – leading to highly functionalized endo-adducts with high endo/exo-diastereo- and enantioselectivities.”

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