Issue 3, 1989

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

Abstract

The 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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 405-411

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

P. de Armas, J. I. Concepción, C. G. Francisco, R. Hernández, J. A. Salazar and E. Suárez, J. Chem. Soc., Perkin Trans. 1, 1989, 405 DOI: 10.1039/P19890000405

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