Chemical transformations of solvent-derived ozonolysis products: Improved synthesis of polycyclic 1,2,4,6-tetroxepanes from α-alkoxy α′-hydroperoxy cyclic ethers and aldehydes

Kevin J. McCullough, Yoshihiro Ushigoe, Shogo Tanaka, Araki Masuyama, Masatomo Nojima

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

a-Alkoxy a'-hydroperoxy cyclic ethers condense with aliphatic aldehydes under acidic conditions to produce the bicyclic 1,2,4,6-tetroxepanes. By X-ray crystallographic analysis, the tetroxepanes 5b and 12b, derived from cyclocondensation of the hydroperoxides 4 and 8 respectively with acetaldehyde, were shown to be exo-isomers.

Original languageEnglish
Pages (from-to)3053-3057
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number18
Publication statusPublished - 1998

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