
%0 Journal Article
%A Everest, DJ 
%A Grant, PK 
%A Slim, GC 
%A Yeo, IKL 
%T A Mechanism for Anomalous Ozonolysis
%J Australian Journal of Chemistry
%D 1988/07/01
%V 41
%N 7
%P 1025-1035
%K 
%R https://doi.org/10.1071/CH9881025
%U https://www.publish.csiro.au/paper/CH9881025 
%X Following the ozonolysis of a series of allylic hydroxy olefins derived from manool (6) we propose a mechanism which accounts for the anomalous ozonolysis products of allylic hydroxyl compounds in nucleophilic and non- nucleophilic solvents. It involves intramolecular participation by the allylic hydroxyl to form a hydroperoxy epoxide rather than the 1,2- nucleophilic migration from carbon to oxygen as proposed in the Criegee rearrangement mechanism. 
