Radicals from Epoxides. Intramolecular Addition to Aldehyde and Ketone Carbonyls
1999; American Chemical Society; Volume: 1; Issue: 4 Linguagem: Inglês
10.1021/ol990699h
ISSN1523-7060
AutoresA. Fernández‐Mateos, E. Martín de la Nava, Gustavo Pascual Coca, A. Ramos Silvo, R. Rubio Gonzàlez,
Tópico(s)Radical Photochemical Reactions
ResumoTitanocene chloride reacts with epoxides by C−O homolysis with clean regioselectivity. The resultant radicals undergo intramolecular addition to aldehyde and ketone carbonyls to afford cycloalkanols in good yields. The behavior of epoxy alcohols with titanocene chloride to afford saturated diols and epoxy esters that give unsaturated hydroxy esters deserve special mention.
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