We have synthesised a novel oxanorbornene beta-aminoacid derivative and employed it in a stereoselective Ugi reaction. Hypothesis regarding the mechanism taking place during the reaction have been made and validated through the determination of the relative and absolute configuration of the Ugi adducts. Use of the correct choice of solvents can increase stereoselection. The resulting bicyclic peptidomimetics can be used as a novel class of pluripotent substrates to be elaborated according to the synthetic strategies previously elaborated in our laboratories.
|Autori:||Banfi L; Basso A; Chiappe C; De Moliner F; Riva R; Sonaglia L|
|Titolo:||Development of a stereoselective Ugi reaction starting from an oxanorbornene beta-amino acid derivative|
|Anno del prodotto:||2012|
|Digital Object Identifier (DOI):||10.1039/c2ob25060h|
|Appare nelle tipologie:||1.1 Articolo in rivista|