Publication: Synthesis of 16-membered cyclic depsipeptides via direct amide cyclization
Synthesis of 16-membered cyclic depsipeptides via direct amide cyclization
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Koch, K. N., Linden, A., & Heimgartner, H. (2000). Synthesis of 16-membered cyclic depsipeptides via direct amide cyclization. Helvetica Chimica Acta, 83, 233–257. https://doi.org/10.1002/(SICI)1522-2675(20000119)83:1<233::AID-HLCA233>3.0.CO;2-1
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The 2,2-disubstituted 2H-azirin-3-amines 5 (3-amino-2H-azirines) were used as synthons for alpha,alpha-disubstituted alpha-amino acids in the preparation of 16-membered cyclic depsipeptides 13. The linear precursors containing four alpha,alpha-disubstituted alpha-amino acids, the pentapeptides 12, were synthesized from beta-hydroxy acids 4 via the 'azirine/oxazolone method' (Scheme 2). The 16-membered cyclic depsipeptides 13 were prepared via 'direct amide cyclization' in good-to-excellent yields (Schemes 3 and 4). In addition to the
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- Koch, Kristian N
- Heimgartner, Heinz
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Koch, K. N., Linden, A., & Heimgartner, H. (2000). Synthesis of 16-membered cyclic depsipeptides via direct amide cyclization. Helvetica Chimica Acta, 83, 233–257. https://doi.org/10.1002/(SICI)1522-2675(20000119)83:1<233::AID-HLCA233>3.0.CO;2-1
