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syn-Selective Asymmetric Mannich Reaction of Sulfonyl Imines with Iminoesters Catalyzed by the N,N,N-Tridentate Bis(imidazolidine)pyridine (PyBidine)-Cu(OTf)(2) Complex
Authors:Takayoshi Arai  Asami Mishiro  Eri Matsumura  Atsuko Awata  Mayu Shirasugi
Affiliation:Department of Chemistry, Graduate School of Science, Chiba University, Inage, Chiba 263-8522 (Japan), Fax: (+81)?43-290-2889. tarai@faculty.chiba-u.jp.
Abstract:Chiral ligand: The [PyBidine-Cu(OTf)(2) ] (Tf=trifluoromethanesulfonate) complex catalyzed the asymmetric Mannich reaction of sulfonyl imines and iminoesters to give the products in a high syn-selective manner. For both 4-toluene (Ts)- and 4-nitrophenylsulfonyl (Ns)-imines, the syn-adducts were obtained in up to 99?% ee.
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