The synthesis of chiral annulet 1,4,7-triazacyclononanes

✍ Scribed by Gilles Argouarch; Colin L Gibson; Graham Stones; David C Sherrington

• Book ID: 104251123
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 63 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00705-0

✦ Synopsis

Novel and flexible routes for the synthesis of chiral ring annulet 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles are described. Efficient macrocyclisations were realised provided that chiral analogues of N,N-bis-[2-(toluene-sulfonylamino)ethyl]-toluene-4-sulfonamide were used as the nucleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.