Synthesis of novel thiophene-based chiral ligands and their application in asymmetric Henry reaction
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Dosyalar
Tarih
2013
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Novel chiral thiolated amino alcohols were synthesized from norephedrine and thiophene carbaldehydes (methyl- or ethyl-substituted) and applied to the catalytic asymmetric Henry reaction of various aldehydes with nitromethane to provide -hydroxy nitroalkanols in high conversion (92%). The reaction was optimized in terms of the metal, solvent, temperature and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2 and 2-propanol as the solvent provided the best enantioselectivities (up to 96% ee) of the corresponding nitroalcohols for aliphatic aldehydes. Copyright (c) 2013 John Wiley & Sons, Ltd.
Açıklama
Anahtar Kelimeler
enantioselective synthesis, Henry reaction, chiral amino alcohols, thiolated amino alcohols, copper complex
Kaynak
Applied Organometallic Chemistry
WoS Q Değeri
Q2
Scopus Q Değeri
Q1
Cilt
27
Sayı
5
