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].
Titolo: | Amination of alpha,beta-unsaturated (2-trimethylsilanylmethyl)carboxylic esters | |
Autori: | ||
Data di pubblicazione: | 2002 | |
Rivista: | ||
Citazione: | 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]. | |
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 | |
Handle: | http://hdl.handle.net/11590/114865 | |
Appare nelle tipologie: | 1.1 Articolo in rivista |