1165-52-2Relevant articles and documents
Synthesis of Enantiomerically Pure 1,2-Diamines by Reductive Coupling of Tricarbony(benzaldimine)chromium Complexes
Taniguchi, Nobukazu,Uemura, Motokazu
, p. 51 - 53 (1997)
Enantiomerically pure 1,2-diamines are prepared by intermolecular pinacol coupling of planar chiral (benzaldimine)Cr(CO)3 complexes with samarium(II) diiodide.
Homocoupling of aldimines mediated by zirconocene: Synthesis of vicinal diamines and imidazolidines
Soueidan, Mohamad,Hélion, Florence,Namy, Jean-Louis,Szymoniak, Jan
scheme or table, p. 1348 - 1350 (2011/04/15)
The reductive coupling of imines in the presence of the lanthanide-originated zirconocene equivalent allows the synthesis of vicinal diamines or imidazolidines under mild conditions in good yields with high diastereoselectivity.
Stereoselective pinacol coupling of planar chiral (benzaldehyde)Cr(Co)3, (benzaldimine)Cr(CO)3, ferrocenecarboxaldehyde and (dienal)Fe(CO)3 complexes with samarium diiodide
Taniguchi, Nobukazu,Uemura, Motokazu
, p. 12775 - 12788 (2007/10/03)
An intermolecular pinacol coupling of the Planar chiral tricarbonylchromium complexes of o-substituted benzaldehydes or benzaldimines with samarium(II) diiodide in THF produces exclusively threo 1.2-diols or 1,2-diamines in an optically pure form, while the corresponding racemic o- substituted benzaldehyde or benzaldimine chromium complexes give a mixture of threo and erythro pinacol coupling products in a various ratio depending upon the nature of o-substituent. Similarly, planar chiral 2-substituted ferrocenecarboxaldehydes and (dienal)Fe(CO)3 produce the corresponding 1.2- diols with high stereoselectivity. The generated transition metal-complexed ketyl radical intermediates are configurationally stable with restriction to a rotation about C(α)-C(ipso) bond.