Producción Científica Profesorado

Transesterifications mediated by t-BuNH2



Meléndez Rodríguez, Myriam

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

First Total Synthesis of ()-Flustraminol B

Synthesis of Bromoindole Alkaloids from Laurencia brongniartii

DFT and NMR parameterized conformation of valeranone

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of naturalp...

Transesterifications mediated by t-BuNH2

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamicNMR, crystallography, and mole...

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

Quirogane, Prenopsane, and Patzcuarane Skeletons Obtained by Photochemically Induced Molecular Rearr...

Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2

Regioselective Synthesis of 3-Indolyl(alkoxy)acetates