Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Novel Thiophene-Based Chiral Ligands
Yükleniyor...
Tarih
2020
Yazarlar
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