Tris(1,2-diphenylethylenediamine)cobalt(III) Complexes: Chiral Hydrogen Bond Donor Catalysts for Enantioselective -Aminations of 1,3-Dicarbonyl Compounds.
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abstract
The enantiopure salt -[Co((S,S)-dpen)3](3+)2Cl(-)B(C6F5)4(-) is an effective hydrogen bond donor catalyst for additions of 1,3-dicarbonyl compounds to di-tert-butyl azodicarboxylate in the presence of N-methylmorpholine (1.0:1.0:0.10) in CH3CN at 0 C, as illustrated with educts derived from five- or six-membered ring ketones (99-88% yields, >99-91% ee) and cycloheptanone (94%, 72% ee) as well as 2-cyanocyclopentanone (92%, 45% ee) and an acyclic system (98%, >99% ee).