In this paper we describe a reductive amination procedure that can be employed in the preparation of a novel class of pseudopeptides in which a specific amide bond is replaced by a CH(Ar)NH group. The developed methodology, performed using NaBH3CN and TiCl4, is characterized by the formation of diastereomeric intermediates in a relative 1:1 ratio. It provides aryl aminomethin pseudopeptides in moderate but satisfactory yields and with definite stereochemistry on the asymmetric centres next to the modified peptide bond.
A convenient method for the stereoselective conversion of aryl peptidyl ketones into the corresponding aryl aminomethin derivatives, a novel class of modified peptides / DI GIOIA, Maria Luisa; Leggio, Antonella; LE PERA, A; Liguori, Angelo; Pitrelli, Af; Siciliano, Carlo. - In: PROTEIN AND PEPTIDE LETTERS. - ISSN 0929-8665. - 12(2005), pp. 357-362.
Scheda prodotto non validato
Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo
Titolo: | A convenient method for the stereoselective conversion of aryl peptidyl ketones into the corresponding aryl aminomethin derivatives, a novel class of modified peptides |
Autori: | |
Data di pubblicazione: | 2005 |
Rivista: | |
Citazione: | A convenient method for the stereoselective conversion of aryl peptidyl ketones into the corresponding aryl aminomethin derivatives, a novel class of modified peptides / DI GIOIA, Maria Luisa; Leggio, Antonella; LE PERA, A; Liguori, Angelo; Pitrelli, Af; Siciliano, Carlo. - In: PROTEIN AND PEPTIDE LETTERS. - ISSN 0929-8665. - 12(2005), pp. 357-362. |
Handle: | http://hdl.handle.net/20.500.11770/123285 |
Appare nelle tipologie: | 1.1 Articolo in rivista |