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Synthesis of C-glycosyl β-amino acids by asymmetric Mannich-type three-component reactions |
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| Authors: | Alessandro Dondoni Alessandro Massi Valerio Bertolasi |
| Institution: | a Laboratorio di Chimica Organica, Dipartimento di Chimica, Università di Ferrara, Via L. Borsari 46, 44100 Ferrara, Italy b Centro di Strutturistica Diffrattometrica, Dipartimento di Chimica, Università di Ferrara, Via L. Borsari 46, 44100 Ferrara, Italy |
| Abstract: | C-Galactosyl and C-ribosyl β-amino acids were prepared by one-pot InCl3-catalyzed Mannich-type three-component condensation (3CC) by combining the corresponding formyl C-glycoside, p-methoxybenzyl amine, and a ketene silyl acetal. In each case the reaction was highly stereoselective and afforded only one single product in good to excellent yields. |
| Keywords: | Multicomponent reaction Mannich reaction C-Glycosyl β-amino acids Unnatural peptides |
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