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Synthesis of chiral nine and twelve-membered cyclic polyamines from natural building blocks
Journal
Chemical Communications
Volume
55
Number
32
Pages / Article-Number
4715-4718
Mesh terms
Cyclization; Heterocyclic Compounds, 1-Ring, chemical synthesis; Molecular Structure; Peptidomimetics, chemical synthesis; Polyamines, chemical synthesis; Stereoisomerism
Abstract
A rational strategy for the facile and efficient cyclization of amino acid-based linear precursors forming nine and twelve-membered cyclic peptidomimetics is reported. The resulting chiral lactams can readily be reduced to substituted cyclic polyamine analogues of 1,4,7,10-tetraaza-cyclododecane (cyclen) and 1,4,7-triaza-cyclononane (TACN).