The reactions of (2-trimethylsilanylmethyl) alpha,beta-unsaturated carboxylic ethyl esters with NsONHCO(2)Et and CaO produce, after treatment with AcOH, alpha-methylene N-(ethoxycarbonyl) beta-amino carboxylic esters through ring opening and elimination of the trimethylsilyl group from the intermediate aziridine. By ozonization and subsequent reductive cleavage these products give the corresponding N-(ethoxycarbonyl) beta-amino alpha-hydroxy esters

GASPERI T, LORETO, M.A, TARDELLA, P.A, GAMBACORTA, et al. (2002). Amination of alpha,beta-unsaturated (2-trimethylsilanylmethyl)carboxylic esters. TETRAHEDRON LETTERS, 43, 3017-3020 [10.1016/S0040-4039(02)00390-8].

Amination of alpha,beta-unsaturated (2-trimethylsilanylmethyl)carboxylic esters

GASPERI, TECLA;
2002

Abstract

The reactions of (2-trimethylsilanylmethyl) alpha,beta-unsaturated carboxylic ethyl esters with NsONHCO(2)Et and CaO produce, after treatment with AcOH, alpha-methylene N-(ethoxycarbonyl) beta-amino carboxylic esters through ring opening and elimination of the trimethylsilyl group from the intermediate aziridine. By ozonization and subsequent reductive cleavage these products give the corresponding N-(ethoxycarbonyl) beta-amino alpha-hydroxy esters
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11590/114865
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