The inter- and intramolecular coupling of imines promoted by samarium diiodide and Lewis acids or by Zn/MsOH was extensively studied. The intramolecular reaction of chiral, enantiomerically pure bis-imines was also considered, and allowed the efficient, stereoselective synthesis of 1,2-diamines with C-2-symmetry. (C) 2002 Elsevier Science Ltd. All rights reserved.
Synthesis of enantiomerically pure C-2-symmetric acyclic and cyclic 1,2-diamines via pinacol coupling of imines / R. Annunziata, M. Benaglia, M. Caporale, L. Raimondi. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 13:24(2002), pp. 2727-2734. [10.1016/S0957-4166(02)00748-6]
Synthesis of enantiomerically pure C-2-symmetric acyclic and cyclic 1,2-diamines via pinacol coupling of imines
R. AnnunziataPrimo
;M. BenagliaSecondo
;L. RaimondiUltimo
2002
Abstract
The inter- and intramolecular coupling of imines promoted by samarium diiodide and Lewis acids or by Zn/MsOH was extensively studied. The intramolecular reaction of chiral, enantiomerically pure bis-imines was also considered, and allowed the efficient, stereoselective synthesis of 1,2-diamines with C-2-symmetry. (C) 2002 Elsevier Science Ltd. All rights reserved.
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