Publication: Synthesis of Enniatin-like Cyclic Depsipeptides via direct Amide Cyclization
Synthesis of Enniatin-like Cyclic Depsipeptides via direct Amide Cyclization
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Köttgen, P., Linden, A., & Heimgartner, H. (2006). Synthesis of Enniatin-like Cyclic Depsipeptides via direct Amide Cyclization. Helvetica Chimica Acta, 89(4), 731–746. https://doi.org/10.1002/hlca.200690069
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Abstract
The synthesis of several 18-membered cyclodepsipeptides with an alternating sequence of a,a-disubstituted a-amino acids and a-hydroxy acids (compounds 14a–14e) is described. The ring closure via macrolactonization was accomplished by treatment of a diluted suspension of the corresponding linear precursors 12a–12e in toluene with HCl gas, i.e., the so-called 'direct amide cyclization'. The incorporation of the a,a-disubstituted a-amino acids was achieved via the 'azirine/oxazolone method' with 2H-azirin-3-amines of type 6 and 9 as buil
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Köttgen, P., Linden, A., & Heimgartner, H. (2006). Synthesis of Enniatin-like Cyclic Depsipeptides via direct Amide Cyclization. Helvetica Chimica Acta, 89(4), 731–746. https://doi.org/10.1002/hlca.200690069