Tetrahedron

Regiochemical Control of the Ring Opening of 1, 2-Epoxides by Means of Chelating Processes. Part 14: Regioselectivity of the Opening Reactions with MeOH of …

…, L Favero, M Pineschi, F Marianucci, G Renzi, G Amici…

Index: Crotti, Paolo; Di Bussolo, Valeria; Favero, Lucilla; Pineschi, Mauro; Marianucci, Francesco; Renzi, Gabriele; Amici, Giuseppina; Roselli, Graziella Tetrahedron, 2000 , vol. 56, # 38 p. 7513 - 7524

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Citation Number: 21

Abstract

The regiochemical behavior of cyclohexene oxides bearing a remote O-functionality was determined in the gas-phase in opening reactions with MeOH, using a gaseous acid (D3+, CnH5+, Me2F+) as the promoting agent. The results obtained indicate the incursion in the opening process in the gas phase of H+ (or D+)-mediated chelated bidentate species completely absent in the corresponding reactions (methanolysis) carried out in the ...

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