Proline and 1-(2-(2-(benzoxazole-2-yl)phenyl)-3-phenylthiourea supramolecular organocatalyst in asymmetric aldol reactions
Rojas Lima, Susana
2021
Verónica Díaz-Juárez, Carlos Ernesto Reyes-Escobedo, Mario Pérez-Venegas, Eusebio Juaristi, Salvador Pérez-Estrada, Susana Rojas-Lima, Heraclio López-Ruiz. Proline and 1-(2-(2-(benzoxazole-2-yl)phenyl)-3-phenylthiourea supramolecular organocatalyst in asymmetric aldol reactions. Tetrahedron Letters, 2021, 79, 153301.
Abstract
In this work we report the (S)-proline-thiourea 1 host?guest complex as an efficient catalyst in the enantioselective aldol rection of ketones with aldehydes. This host?guest complex performs well at 0 C, in a non-polar solvent, such as toluene, or under solvent-less conditions affording high yields (75%-86%), enantioselectivities (er > 87%) and diastereoselectivities (ds > 92%) in the asymmetric aldol reaction of ketones with aldehydes.
Related articles
A flexible access to highly functionalised boronates
Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles
Phenylmethyl 2,3,4-tri-O-acetyl--D-fucopyranoside
Et3, and efficient Mediator for Xanthate Transfer Based Radical Processes.