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

Phenylmethyl 2,3,4-tri-O-acetyl--D-fucopyranoside

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

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

A practical access to acyl radicals from acyl hydrazides

Synthesis, crystal structures, and quadratic nonlinear optical properties in a series of pushpull bo...

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

Aroylthioureas: new organic ionophores for heavy-metal ion selective electrodes

Diastereoselective Synthesis of Spiro-?-lactams via Staudinger Reactio

Synthesis of new homochiral 2,3-dialkylpiperazines derived from (R)-(?)-phenylglycinol

r-Alkylation of (S)-Asparagine with Self-Regeneration of the Stereogenic Center: Enantioselective Sy...