A new class of masked constrained cysteine derivatives containing the norbornen/ane scaffold were prepared by the way of Diels-Alder cycloaddition reaction by exploitation of two different dienophiles, sulfanyl-methylene-5(4H)- oxazolones and β-sulfanyl-α-nitroacrylates. The new norbornen/ane amino acid derivatives can be considered versatile building blocks due to the presence of the α,α-disubstituted amino acid function, suitable for peptide synthesis, but also by the carbon-carbon norbornene double bond, which could be variously functionalized.
Sulfanyl-methylene-5(4H)-oxazolones and β-sulfanyl-α-nitroacrylates as appealing dienophiles for the synthesis of conformationally constrained cysteine analogues / A. Ruffoni, A. Casoni, S. Pellegrino, M.L. Gelmi, R. Soave, F. Clerici. - In: TETRAHEDRON. - ISSN 0040-4020. - 68:7(2012), pp. 1951-1962.
Titolo: | Sulfanyl-methylene-5(4H)-oxazolones and β-sulfanyl-α-nitroacrylates as appealing dienophiles for the synthesis of conformationally constrained cysteine analogues |
Autori: | RUFFONI, ALESSANDRO (Primo) CASONI, ALESSANDRO (Secondo) SOAVE, RAFFAELLA (Penultimo) CLERICI, FRANCESCA (Ultimo) |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | 2012 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.tet.2011.12.052 |
Appare nelle tipologie: | 01 - Articolo su periodico |