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

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

Highly diastereoselective alkylation, acylation and aldol condensation of cis- and trans-(N-acyloyl)...

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

Cathepsins X and B Can Be Differentiated through Their Respective Mono- and Dipeptidyl Carboxypeptid...

Diastereoselective alkylation of chiral glycinate derivatives containing the ?-phenylethyl group.

X-ray crystallographic study of neutral boron chelates with ?-diketones and tropolone

Structure-Activity Relationships for Inhibition of Cysteine Protease Activity and Development of Pla...

3-Benzoyl-2-isopropyl-4-alkyloxazolidin-5-ones as Efficient and Inexpensive Sources of Enantiopure ?...

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

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