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

Argouarch, G. and Gibson, C.L. and Stones, G. and Sherrington, D.C. (2002) The synthesis of chiral annulet 1,4,7-triazacyclononanes. Tetrahedron Letters, 43 (21). pp. 3795-3798. ISSN 0040-4039

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Abstract

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.