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

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reaction

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

Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles

Synthesis and Study of Monomeric and Dimeric Boronates by Spectroscopic Methods and X-ray Crystallog...

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

Furocoumarins of three species of the genus Dorstenia

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

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

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

Preparation of Seven- and Eight-Membered Boron Heterocycles from Different Salen Ligands and Arylbor...