2012
Gonzalez-Juarez, D. E., García-Vazquez, J. B., Zuñiga-García, V., Trujillo-Serrato, J. J., Suárez-Castillo, O. R., Joseph-Nathan, P., & Morales-Ríos, M. S. (2012). Stereochemistry modulates the catalytic hydrogenolysis of nitrile-substituted cyclopropanes Tetrahedron 68, 7187-7195.
Abstract
The study of Raney-Ni catalyzed chemo- and regioselective hydrogenolysis of diastereomeric nitrile-substituted spirocyclopropyloxindoles is presented. The chemoselectivity outcome of the reaction is remarkably influenced by the relative stereochemistry of the nitrile-substituted spirocyclopropyloxindoles. Chemo- and high regioselective cyclopropane ring-opening occurs from the syn diastereomers to give the corresponding 3-propylacetamide derivatives. X-ray crystallographic studies together with DFT model chemistry calculations indicate that chemo- and regioselectivity are directly dependent on the bond length asymmetry of the cyclopropane ring
The absoluteconfiguration of cuauhtemone and related compounds
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
Trapping enols of esters and lactones with diazomethane
Synthesis of Bromoindole Alkaloids from Laurencia brongniartii
Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliacea
Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor
Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling