Ultrasound assisted remote functionalization of non-activated carbon atoms: eff...

• Autor(es): Costa, Saul C. P. ; Moreno, M. J. S. Miranda ; Melo, M. Luísa Sá e ; Neves, André S. Campos
• Data: 1999
• Identificador Persistente: http://hdl.handle.net/10316/5815
• Origem: Estudo Geral - Universidade de Coimbra
• Assunto(s): steroids; tetrahydrofurans; halohydrins; sonochemistry
• Tipo de Documento: Artigo
• Idioma: Inglês

Descrição

Ultrasonic irradiation of bromohydrins in the presence of (diacetoxyiodo)benzene and I2 generates alkoxyl radicals which lead in situ to intramolecular hydrogen abstraction on the C-19 non-activated carbon atoms in steroids producing tetrahydrofurans selectively in very good yields. Photolysis was less effective in promoting such conversions. http://www.sciencedirect.com/science/article/B6THS-3YF4638-1R/1/f44fcc813a57c32b99eaa2f5bc98b937