Chiral thiourea derivatives as organocatalyts in the enantioselective Morita-Baylis-Hillman reactions
Yükleniyor...
Tarih
2020
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Arkat Usa Inc
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Novel chiral bifunctional thiourea derivatives have been synthesised and successfully applied to the intermolecular Morita-Baylis-Hillman (MBH) reaction of an aromatic aldehyde with methyl vinyl ketone (MVK) and to the intramolecular MBH reaction of omega-formyl-enone. The corresponding products were obtained with high enantioselectivities (up to 98 % ee). The thiourea organocatalyst derived from a B-amino alcohol gave high enantioselectivities (92 % ee) in the intermolecular MBH reaction, whereas the same chiral ligand afforded the corresponding product in high yield (85 %) with moderate enantioselectivity (75 % ee) in the intramolecular MBH reaction. The use of a thiophene ring-containing thiourea derivative gave high enantioselectivities in the intermolecular and intramolecular MBH reactions (85 % and 95 % ee, respectively). [GRAPHICS] .
Açıklama
Anahtar Kelimeler
Intermolecular Morita-Baylis-Hillman reaction, intramolecular Morita-Baylis-Hillman reaction reaction, B-amino alcohol, chiral thiourea derivatives
Kaynak
Arkivoc
WoS Q Değeri
Q4
Scopus Q Değeri
Q4
