Beksultanova, NurzhanGözükara, ZeynepAraz, MihrimahBulut, MervePolat-Çakır, SıdıkaAygün, MuhittinDoğan, Özdemir2022-06-132022-06-132021Beksultanova, N., Gözükara, Z., Araz, M., Bulut, M., Polat‐Çakır, S., Aygün, M., & Dogan, Ö. (2021). FAM‐Ag‐catalyzed asymmetric synthesis of heteroaryl‐substituted pyrrolidines. Chirality, 33(8), 465–478. https://doi.org/10.1002/chir.23320 ‌0899-00421520-636Xhttps://doi.org/10.1002/chir.23320https://hdl.handle.net/20.500.12428/3577New derivatives of FAM (ferrocenyl aziridinyl methanol) ligands NFAM1–4 (naphthyl ferrocenyl aziridinyl methanol) and CFAM1–4 (cyclohexyl ferrocenyl aziridinyl methanol) were synthesized to form a small ligand library and used as chiral catalysts with AgOAc for the asymmetric synthesis of heteroaryl-substituted pyrrolidines by the 1,3-dipolar cycloaddition (1,3-DC) reaction of azomethine ylides. 2-Thienyl, 2-furyl, 2-, 3-, and 4-pyridyl aldimines were prepared and used with N-methylmaleimide, dimethyl maleate, tert-butyl acrylate, methyl acrylate, and acrylonitrile to form the corresponding heteroaryl-substituted pyrrolidines. 1,3-DC reactions yielded the expected cycloadducts in up to 89% yield and up to 76% ee that could be increased up to 95% ee upon crystallization. New chiral ligands NFAM1–4 and CFAM1–4 were fully characterized, and their absolute stereochemistry was determined by single-crystal X-ray analysis.eninfo:eu-repo/semantics/closedAccessAsymmetric synthesisChiral FAM ligandsChiral metal catalystHeteroaryl-substitutedpyrrolidinesArticle33846547810.1002/chir.23320Q3WOS:0006544210000012-s2.0-8510643901134038573