Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Novel Thiophene-Based Chiral Ligands

Autor:	A. E. Aydin
Rok vydání:	2020
Předmět:	010405 organic chemistry Organic Chemistry Enantioselective synthesis Substrate (chemistry) Diethylzinc Optically active 01 natural sciences 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Thiophene Moiety Organic chemistry Enantiomer
Zdroj:	Russian Journal of Organic Chemistry. 56:901-909
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428020050255
Popis:	Chiral norephedrine-derived β-amino alcohols with a thiophene moiety were synthesized from thiophene carbaldehydes (methyl- or ethyl-substituted) and chiral amino alcohols, such as both enantiomers of norephedrine and 2-aminopropanol. The synthesized ligands were applied to the catalytic asymmetric addition of diethylzinc to aldehydes to obtain optically active alcohols with a high conversion (92%) and excellent enantioselectivities (ee up to 99%). The highest enantioselectivity (ee 99%) was obtained with p-trifluorobenzaldehyde as the substrate containing the strongly electron-acceptor CF3 group.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a0572d782694dd509c6d44135d020a12 https://doi.org/10.1134/s1070428020050255 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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