Synthesis of enantiomerically pure C2-symmetric acyclic and cyclic 1,2-diamines via pinacol coupling of imines

✍ Scribed by Rita Annunziata; Maurizio Benaglia; Marinella Caporale; Laura Raimondi

• Publisher: Elsevier Science
• Year: 2002
• Tongue: English
• Weight: 239 KB
• Volume: 13
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(02)00748-6

✦ Synopsis

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.