Aydin, A. Ebru2024-09-182024-09-1820201551-70041551-7012https://doi.org/10.24820/ark.5550190.p011.072https://hdl.handle.net/20.500.12483/10682Novel 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] .eninfo:eu-repo/semantics/openAccessIntermolecular Morita-Baylis-Hillman reactionintramolecular Morita-Baylis-Hillman reaction reactionB-amino alcoholchiral thiourea derivativesArticle213810.24820/ark.5550190.p011.0722-s2.0-85114726756Q4WOS:000584517600003Q4