New approaches to the synthesis of spiro-peroxylactones

KJ McCullough, H Tokuhara, A Masuyama…

Index: McCullough, Kevin J.; Tokuhara, Hidekazu; Masuyama, Araki; Nojima, Masatomo Organic and Biomolecular Chemistry, 2003 , vol. 1, # 9 p. 1522 - 1527

Full Text: HTML

Citation Number: 11

Abstract

Ozonolysis of (alkenyldioxy) cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding α-hydroperoxy-and α-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 ...