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EnglishChiral imines 1a,b, already synthesized in our laboratory, were converted in good yield by reduction into the corresponding N-benzyl-gamma-lactams 2a,b. Desilylation followed by oxidation of the hydroxymethyl functionality gave the N-benzyl-beta-amino acids 7a,b in good yield and high purity. Starting from compound 7a, the corresponding beta-peptoid dimer 8 was prepared, together with its derivatives 9 and 10, this latter displaying conformational restriction about the peptide bond, as evidenced by 1H NMR data.
| Titolo: | Beta-Peptoids: synthesis of a novel dimer having a fully extended conformation |
| Autore/i: | MARTELLI, GIANLUCA; A. Monsignori; M. Orena; RINALDI, SAMUELE; CASTELLUCCI, NICOLA; TOMASINI, CLAUDIA |
| Autore/i Unibo: | |
| Anno: | 2012 |
| Rivista: | |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1007/s00726-012-1275-1 |
| Abstract: | Chiral imines 1a,b, already synthesized in our laboratory, were converted in good yield by reduction into the corresponding N-benzyl-gamma-lactams 2a,b. Desilylation followed by oxidation of the hydroxymethyl functionality gave the N-benzyl-beta-amino acids 7a,b in good yield and high purity. Starting from compound 7a, the corresponding beta-peptoid dimer 8 was prepared, together with its derivatives 9 and 10, this latter displaying conformational restriction about the peptide bond, as evidenced by 1H NMR data. |
| Data prodotto definitivo in UGOV: | 2013-05-30 17:55:16 |
| Appare nelle tipologie: | 1.01 Articolo in rivista |
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