The reactions of some organocopper reagents with cyclic 2-alkenyl aziridines were examined. The stereoselectivity of the addition reaction of dialkylzinc can be strongly influenced by the use of phosphoramidites as ligands for copper. Chiral copper complexes of 2,2′-binaphthyl-based phosphoramidites were shown to be highly effective catalysts for the regio- (SN2′) and anti-stereoselective addition of dialkylzinc reagents to these compounds according to a kinetic resolution protocol. The corresponding new cyclic allylic amine reaction products were obtained with a good enantioselectivity (83% ee).
|Autori:||GINI F.; DEL MORO F.; MACCHIA F; PINESCHI M.|
|Titolo:||Regio- and Enationselective Copper-Catalyzed Addition of Dialkylzinc Reagents to Cyclic 2-Alkenyl Aziridines|
|Anno del prodotto:||2003|
|Digital Object Identifier (DOI):||10.1016/j.tetlet.2003.09.133|
|Appare nelle tipologie:||1.1 Articolo in rivista|