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

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Küçük Resim

Tarih

2020

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Maik Nauka/Interperiodica/Springer

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

Chiral norephedrine-derived beta-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 (eeup to 99%). The highest enantioselectivity (ee99%) was obtained withp-trifluorobenzaldehyde as the substrate containing the strongly electron-acceptor CF(3)group.

Açıklama

Anahtar Kelimeler

enantioselective synthesis, chiral amino alcohols, thiolated amino-alcohols, 1, 2-addition

Kaynak

Russian Journal of Organic Chemistry

WoS Q Değeri

Q4

Scopus Q Değeri

Q4

Cilt

56

Sayı

5

Künye