Producción Científica Profesorado

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of natural products



Suárez Castillo, Oscar Rodolfo

2006

Preparation of 3-hydroxyoxindoles with dimethyldioxirane and their use for the synthesis of natural products. Oscar R. Suárez-Castillo, Maricruz Sánchez-Zavala, Myriam Meléndez-Rodríguez, Luis E. Castelán-Duarte, Martha S. Morales-Ríos, Pedro Joseph-Natha. http://dx.doi.org/10.1016/j.tet.2006.01.036


Abstract


This work describes a general protocol for the oxidation of indole and oxindole derivatives with dimethyldioxirane to give 3-hydroxyoxindoles present in many natural products. This strategy allowed us to synthesize the natural product 1, to carry out the first total synthesis of 4, a formal total synthesis of donaxaridine (5) and to achieve the synthesis of pyrroloindoline 8, a debromo analogue of the natural product flustraminol B (7).



Producto de Investigación




Artículos relacionados

Conformationalstudies of N-carbomethoxy-2-alkoxyindolenines by dynamic NMR, crystallography, and mol...

Cleavage of alkoxycarbonyl protecting groups from carbamates by t-BuNH2

Transesterifications mediated by t-BuNH2

13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters

Synthesis of 6-bromo-2-arylindoles using 2-iodobenzoic acid as precursor

Reactivity of TpMe2Ir(C2H4)(DMAD) with carboxylic acids. A DFT study on geometrical isomers and stru...

Synthesis of Indolylindolines Mediated by tert-BuNH2

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

Conformational studies on indole alkaloids from Flustra foliacea by NMR and molecular modeling

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