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.
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
CROTTI, PAOLO;DI BUSSOLO, VALERIA;FAVERO, LUCILLA;
2002-01-01
Abstract
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.File in questo prodotto:
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