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-sulfonyl-amino)ethyl]-toluene-4-sulfonamide were used as the nueleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-timethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.
- asymmetric synthesis
Argouarch, G., Gibson, C. L., Stones, G., & Sherrington, D. C. (2002). The synthesis of chiral annulet 1,4,7-triazacyclononanes. Tetrahedron Letters, 43(21), 3795-3798. https://doi.org/10.1016/S0040-4039(02)00705-0