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Sequential alkoxy radical fragmentation. A one-step method for breaking two 1,3-positioned C-C bonds

AuthorsBoto, Alicia ; Betancor, Carmen; Hernández, Rosendo ; Rodríguez Morales, María S. ; Suárez, Ernesto
Issue Date23-Jul-1993
CitationTetrahedron Letters 34(30): 4865-4868 (1993)
AbstractCyclic hydroxy-ketones (bd1) and (bd2) in the presence of (diacetoxyiodo) benzene or mercuric oxide and iodine under oxygen atmosphere and irradiation with visible light undergo a new sequential alkoxy radical fragmentation-radical peroxidation-peroxyradical cyclization-alkoxy radical fragmentation reacton. This methodology allows the cleavage of two 1,3-positioned C-C bonds in a single step and constitutes a new synthesis of β-peroxylactones.
Description4 pages, 1 table, 2 schemes.
Publisher version (URL)http://dx.doi.org/10.1016/S0040-4039(00)74111-6
Appears in Collections:(IPNA) Artículos
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