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Title: Ultrasound assisted remote functionalization of non-activated carbon atoms: efficient in situ formation of tetrahydrofurans by sonolysis of bromohydrins with (diacetoxyiodo)benzene/I2
Authors: Costa, Saul C. P. 
Moreno, M. J. S. Miranda 
Melo, M. Luísa Sá e 
Neves, André S. Campos 
Keywords: steroids; tetrahydrofurans; halohydrins; sonochemistry
Issue Date: 1999
Citation: Tetrahedron Letters. 40:49 (1999) 8711-8714
Abstract: 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.
Rights: openAccess
Appears in Collections:FFUC- Artigos em Revistas Internacionais

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