l-Proline derived arylmethanamine ligands and their application in the copper-catalyzed asymmetric Henry reaction: a rare example of a Cu-complex with a dicopper tetraacetate core

Autor:	Piotr Niedziejko, Zbigniew Kałuża, Magdalena Szewczyk, Przemysław Kalicki
Rok vydání:	2015
Předmět:	Nitroaldol reaction Chemistry Stereochemistry Organic Chemistry chemistry.chemical_element Medicinal chemistry Copper Catalysis Inorganic Chemistry chemistry.chemical_compound Diamine Yield (chemistry) Copper catalyzed Epimer Stereoselectivity Proline Physical and Theoretical Chemistry
Zdroj:	Tetrahedron: Asymmetry. 26:1083-1094
ISSN:	0957-4166
DOI:	10.1016/j.tetasy.2015.08.002
Popis:	A series of novel epimeric arylmethanamine ligands were synthesized from l -proline. Both epimers were subsequently examined in the copper(II)-catalyzed asymmetric Henry reaction. Product yield and stereoselectivity up to 92% ee indicated that the (S,S)-epimer was superior to the diamine with an (S,R)-configuration. An enhancement of enantioselectivity driven by the formation of a Cu(II) complex with a dicopper tetraacetate core was discovered. Two types of crystalline Cu(II) complexes were isolated, and their structures were established by X-ray analyses.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8a9d2ab1622333f09a2ec17a25985c96 https://doi.org/10.1016/j.tetasy.2015.08.002 Zobrazit plný text záznamu Full Text from ScienceDirect