Producción Científica Profesorado

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



Sánchez Zavala, Maricruz

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


Abstract


This work describes a general protocol for the oxidation of indole and oxindole derivatives with dimethyldioxirane to give 3-hydroxyoxindoles present in many naturalproducts. This strategy allowed us to synthesize the naturalproduct1, 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 naturalproduct flustraminol B (7).






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