A highly stereoselective approach to 1,3,4,5- and 1,3,3′,4,5-polysubstituted 2-oxopiperazines is reported. The method is based on the synthetic elaboration of naturally occurring amino acids to obtain enantiomerically enriched C-5 substituted oxopiperazines, which are further functionalized at C-3 via enolate formation and reaction with electrophiles. Notably, the two nitrogens of the ring can be orthogonally protected. © 2007 Elsevier Ltd. All rights reserved
Reginato, G., Di Credico, B., Andreotti, D., Mingardi, A., Paio, A., & D, D. (2007). A new versatile and diastereoselective synthesis of polysubstituted 2-oxopiperazines from naturally occurring amino acids. TETRAHEDRON-ASYMMETRY, 18(22), 2680-2688 [10.1016/j.tetasy.2007.10.027].
Citazione: | Reginato, G., Di Credico, B., Andreotti, D., Mingardi, A., Paio, A., & D, D. (2007). A new versatile and diastereoselective synthesis of polysubstituted 2-oxopiperazines from naturally occurring amino acids. TETRAHEDRON-ASYMMETRY, 18(22), 2680-2688 [10.1016/j.tetasy.2007.10.027]. | |
Tipo: | Articolo in rivista - Articolo scientifico | |
Carattere della pubblicazione: | Scientifica | |
Presenza di un coautore afferente ad Istituzioni straniere: | No | |
Titolo: | A new versatile and diastereoselective synthesis of polysubstituted 2-oxopiperazines from naturally occurring amino acids | |
Autori: | Reginato, G; Di Credico, B; Andreotti, D; Mingardi, A; Paio, A; D, D | |
Autori: | ||
Data di pubblicazione: | 2007 | |
Lingua: | English | |
Rivista: | TETRAHEDRON-ASYMMETRY | |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/j.tetasy.2007.10.027 | |
Appare nelle tipologie: | 01 - Articolo su rivista |