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, A. (2002). Amination of a,b-unsaturated(2-trimethylsilanylmethyl)carboxylic esters. TETRAHEDRON LETTERS, 43(16), 3017-3020 [10.1016/s0040-4039(02)00390-8].

Amination of a,b-unsaturated(2-trimethylsilanylmethyl)carboxylic esters

GASPERI, TECLA;GAMBACORTA, Augusto
2002-01-01

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.
2002
Gasperi, T., Loreto, M.A., Tardella, P.A., Gambacorta, A. (2002). Amination of a,b-unsaturated(2-trimethylsilanylmethyl)carboxylic esters. TETRAHEDRON LETTERS, 43(16), 3017-3020 [10.1016/s0040-4039(02)00390-8].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11590/117637
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