New approaches to the synthesis of spiro-peroxylactones.
Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding alpha-hydroperoxy- and alpha-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.
McCullough
Kevin J
KJ
Department of Chemistry, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh, UK EH14 4AS.
Tokuhara
Hidekazu
H
Masuyama
Araki
A
Nojima
Masatomo
M