title: Conclusive evidence of the trapping of primary ozonides.
abstract: [reaction: see text] Anomalous ozonolysis of strained bicyclic allylic alcohols yields alpha-hydroxymethyl ketones. The proposed mechanism involves an unusual trapping of the primary ozonide that undergoes a Grob-like fragmentation instead of dissociating into the Criegee intermediates.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles 90095, USA. jung@chem.ucla.edu
authors.forename: M E
authors.initials: ME
authors.lastname: Jung
authors.forename: P
authors.initials: P
authors.lastname: Davidov
mesh_terms: D000438:Alcohols / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D010126:Ozone / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000438:Alcohols; D001643:Bridged Bicyclo Compounds; D007659:Ketones; D010126:Ozone