Producción Científica Profesorado

Proline and 1-(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-(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.






Artículos relacionados

Et3B, an Efficient Mediator for Xanthate Transfer Based Radical Processes

Ylidaddukte der Penteltrichloride

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

Synthesis of New Chiral Derivatives of N,N?-Dimethylpropyleneurea (DMPU) and Examination of Their In...

Comparative Structural Characterization of the Biquaternized N-CH3 and N-BH3 Derivatives of the cis-...

Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition

Phenylboronic acid catalyzed-cyanide promoted, one-pot synthesis of 2-(2-hydroxyphenyl)benzoxazole d...

Synthesis of nitrogen-, oxygen- and sulphur-containing tripodal ligands with a trimethylbenzene core...

New boronates prepared from 2,4-pentanedione derived ligands of the NO2 and N2O2 type comparison to...

Addition reaction of benzylbenzylidenenamine to lithium enolates of 1,3-dioxolan-4-one: synthesis of...