Reaction of 1O2 with alkoxyallylstannanes: Synthesis of 1,2-dioxolanes and allyl hydroperoxides
1995; Elsevier BV; Volume: 36; Issue: 13 Linguagem: Inglês
10.1016/0040-4039(95)00231-z
ISSN1873-3581
AutoresPatrick H. Dussault, Umesh R. Zope,
Tópico(s)Polyoxometalates: Synthesis and Applications
ResumoThe reaction of 1O2 with chiral alkoxyallylstannanes provides a new route for the stereoselective synthesis of 1,2-dioxolanes and allyl hydroperoxides. Dioxolane formation, which proceeds through ring opening of the intermediate perepoxide upon migration of the stannyl group, is shown to be favored by the presence of an electron-donating group and by steric factors suppressing the more typical H-ene reaction.
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