The regiochem. behavior of the pairs of diastereoisomeric activated aziridines deriving from the cyclohexane system, bearing a remote O-functionality, was detd. in the acid methanolysis in the condensed phase (cd-phase) and in the reaction with MeOH in the gas-phase using a gaseous acid (D3+) as the promoting agent. The results obtained in the opening process of the cis diastereoisomers indicate the const. incursion in the gas phase of D+(corresponding to H+)-mediated chelated bidentate species able to modify the regiochem. result found in the methanolysis in the cd-phase.
|Autori interni:||CROTTI, PAOLO|
DI BUSSOLO, VALERIA
|Autori:||P.CROTTI; V. DI BUSSOLO; L.FAVERO; F.MACCHIA; G.RENZI; G.ROSELLI|
|Titolo:||Regiochemical Control of the Ring Opening of Aziridines by Means of Chelating Prccesses. Part.3: Regioselectivity of the Opening Reactions with Methanol of Remote O-Substituted Regio- and Diastereoisomeric Activated Aziridines under Condensed- and Gas-phase Operating Conditions|
|Anno del prodotto:||2002|
|Digital Object Identifier (DOI):||10.1016/S0040-4020(02)00726-3|
|Appare nelle tipologie:||1.1 Articolo in rivista|