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Intramolecular hydrogen abstraction. Hypervalent organoiodine compounds, convenient reagents for alkoxyl radical generation

AuthorsArmas, Pedro de ; Concepción, José I.; Francisco, Cosme G. ; Hernández, Rosendo ; Salazar, José A.; Suárez, Ernesto
Issue Date1989
PublisherRoyal Society of Chemistry (UK)
CitationJournal of the Chemical Society - Perkin Transactions 1989(3): 405-411 (1989)
AbstractThe photolyses of 5α-cholestane-3β,6β-diol 3-acetate (1), 5α-cholestan-2β-ol (4), 5α-cholestan-4β-ol (8), (20R)-pregn-5-ene-3β,20-diol 3-acetate (19), (20S)-pregn-5-ene-3β,20-diol 3-acetate (21), and dihydrotigogenin 3-acetate (25) in the presence of iodine and various hypervalent organoiodine compounds lead to alkoxyl radicals which undergo intramolecular hydrogen abstraction to produce, in most cases, 1,4-iodohydrins and tetrahydrofuran derivatives.
Description7 pages, 2 tables, 2 schemes.
Publisher version (URL)http://dx.doi.org/10.1039/P19890000405
Appears in Collections:(IPNA) Artículos
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