The structures of 1,2,4-trioxolanes (ozonides) (2a-2f) derived from mono-substituted alkenes (1a-1f), respectively, were determined by spectroscopic methods, such as H-1-nmr, C-13-nmr, ir, two-dimensional nmr, and mass spectra. The coupling constant of the geminal protons on the trioxolane ring is zero. This unusual coupling constant resulted from the electronegativity of two oxygen atoms near the geminal protons.
Ozonolysis in the Presence of Lewis Acids: Directed Addition to Carbonyl Oxides
作者:Patrick H. Dussault、Joseph M. Raible
DOI:10.1021/ol006478p
日期:2000.10.1
The presence of Lewis acids strongly influences the distribution of products from alkene ozonolysis. Delivery of alkoxide and phenoxide ligands to a coordinated carbonyloxide affords hydroperoxyacetals under aprotic conditions.