1. Amination of α,β-unsaturated (2-trimethylsilanylmethyl) carboxylic esters
- Author
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M. Antonietta Loreto, Paolo A. Tardella, Tecla Gasperi, Augusto Gambacorta, Gasperi, Tecla, Loreto, M. A., Tardella, P. A., Gambacorta, Augusto, Loreto, M. A, Tardella, P. A, and Gambacorta, A.
- Subjects
Trimethylsilyl ,Organic Chemistry ,Aziridine ,Ethyl ester ,aziridination ,Ring (chemistry) ,Biochemistry ,chemistry.chemical_compound ,chemistry ,Reductive cleavage ,Drug Discovery ,ASYMMETRIC SYNTHESES ,beta-amino acid ,Organic chemistry ,(ETHOXYCARBONYL)NITRENE ,asymmetric synthese ,Amination ,After treatment - 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.
- Published
- 2002
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