Stereoselective reductive amination of β-keto esters derived from dipeptides. Stereochemical and mechanistic studies on the formation of 5-carboxymethyl-2-oxopiperazine derivatives

Autor:	Rosario Herranz, Rosario Patiño-Molina, Rosario González-Muñiz, Ma Teresa García-López
Rok vydání:	1999
Předmět:	Hydrogen chemistry Deuterium Reducing agent Labelling Intramolecular force Organic Chemistry Drug Discovery chemistry.chemical_element Stereoselectivity Biochemistry Combinatorial chemistry Reductive amination
Zdroj:	Tetrahedron. 55:15001-15010
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(99)00957-6
Popis:	The stereoselective generation of 3,5-disubstituted and 3,5,6-trisubstituted 2-oxopiperazine derivatives can be accomplished by intramolecular reductive amination of β-keto esters derived from Z-Xaa-Gly-OH and Z-Xaa-Yaa- OH dipeptides, respectively. Differences in the stereoselectivity between the use of NaBH 3 CN and hydrogen as reducing agents are due to the reduction of different intermediates, as deduced from experiments of isotopic labelling with deuterium.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f4976d636e0f69b8682542bcc81d1ea6 https://doi.org/10.1016/s0040-4020(99)00957-6 Zobrazit plný text záznamu Full Text from ScienceDirect