New approaches to the synthesis of spiro-peroxylactones

Kevin J. McCullough, Hidekazu Tokuhara, Araki Masuyama, Masatomo Nojima

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

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

Original languageEnglish
Pages (from-to)1522-1527
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume1
Issue number9
DOIs
Publication statusPublished - 7 May 2003

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