Producción Científica Profesorado

Transesterifications mediated by t-BuNH2



Suárez Castillo, Oscar Rodolfo

2008

Suárez-Castillo Oscar R., Montiel-Ortega Luis Alberto, Fragoso-Vázquez Manuel Jonathan, Meléndez-Rodríguez Myriam, Sánchez-Zavala Maricruz, Transesterifications mediated by t-BuNH2. Tetrahedron Lett. 49, 996999 (2008). ISSN 0040-4039. doi:10.1016/j.tetlet.2007.12.013


Abstract


A mild protocol for transesterification of simple esters is described. The method is based on the use of t-BuNH2/ROH (R = Me, Et, i-Pr, t-Bu) with or without LiBr. The scope of the procedure was explored for aliphatic and aromatic esters. The protocol is particularly useful when going from higher to lower hindered esters and harsh reaction conditions are needed for the reversal process. A rationalization of the mechanism is presented. The scope and limitation of this transformation are also described.



Producto de Investigación




Artículos relacionados

Trapping enols of esters and lactones with diazomethane

One-potsynthesis of conformationallyrestrictedspirooxindoles

Firsttotalsyntheses of dihydroflustramine C and flustramine E, alkaloids from the marine bryozoan Fl...

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

Synthesis of Indolylindolines Mediated by tert-BuNH2

Transesterifications mediated by t-BuNH2

Stereochemical assignment of naturally occurring 2,3-epoxy-2-methylbutanoate esters

Synthesis of ?4:?2-Exocyclic-Diene Iridium(I) Complexes Derived from 1,3-Oxazolidin-2-ones and Their...

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates

Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives