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Conclusive evidence of the trapping of primary ozonides
1Department of Chemistry and Biochemistry, University of California, Los Angeles 90095, USA. jung@chem.ucla.edu
Organic Letters
|February 17, 2001
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.