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., Donati, 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].

A new versatile and diastereoselective synthesis of polysubstituted 2-oxopiperazines from naturally occurring amino acids

Di Credico, B;
2007

Abstract

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
Articolo in rivista - Articolo scientifico
Inorganic Chemistry; Organic Chemistry; Materials Chemistry2506 Metals and Alloys; Drug Discovery3003 Pharmaceutical Science
English
2007
18
22
2680
2688
none
Reginato, G., Di Credico, B., Andreotti, D., Mingardi, A., Paio, A., Donati, 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].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/184683
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