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.
Synthesis of Indolylindolines Mediated by tert-BuNH2
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Cleavage of alkoxycarbonylprotectinggroups from carbamates by t-BuNH2
Regioselective Synthesis of 3-Indolyl(alkoxy)acetates
Transesterifications mediated by t-BuNH2
Photochemical rearrangements of highly functionalized longipinene derivatives
Mechanisticstudies of the photochemicalrearrangement of 1-oxolongipin-2-ene derivatives
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives