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Total Synthesis of Sequential Retro-Peptide Oligomers. (Articolo in rivista)
- Type
- Label
- Total Synthesis of Sequential Retro-Peptide Oligomers. (Articolo in rivista) (literal)
- Anno
- 2004-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1002/ejoc.200400242 (literal)
- Alternative label
Ceretti S., Luppi G., De Pol S., Formaggio F., Crisma M., Toniolo C., Tomasini C. (2004)
Total Synthesis of Sequential Retro-Peptide Oligomers.
in European journal of organic chemistry (Print)
(literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Ceretti S., Luppi G., De Pol S., Formaggio F., Crisma M., Toniolo C., Tomasini C. (literal)
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- Citazioni WOS: 4
Impact Factor 2004: 2.426
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- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Department of Chemistry \"G. Ciamician\", University of Bologna, 40126 Bologna, Italy;
Institute of Biomolecular Chemistry, CNR, Department of Chemistry, University of Padova, 35131 Padova, Italy (literal)
- Titolo
- Total Synthesis of Sequential Retro-Peptide Oligomers. (literal)
- Abstract
- The total synthesis of sequential oligomers of retro-peptides of the general formula Boc(-gGly-mAib)(n)-OBn, starting from dimethylmalonic acid, has been carried out in good overall yield. The key step is the formation of the gGly unit >N-CH2-N<, which is easily obtained in a one-pot/threestep reaction from BnO-mAib-Gly-OH and diphenylphosphoryl azide. The synthesis of the sequential oligomers of RCO(-gAla-mAib)(n)-OR' was also attempted, but the oligomerization step failed because the gAla moiety readily decomposes or racemizes. (literal)
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