Issue 20, 1975

Peroxide–diene oxygen transfer reactions induced by titanium tetrachloride

Abstract

Catalysis of the reaction between triplet oxygen and ergosteryl acetate (I) by titanium tetrachloride unexpectedly affords 6α-chloro-5-hydroxy-5α-ergosta-7,22-dien-3β-yl acetate (III). This chlorohydrin is produced by a reaction between equimolar amounts of the 5,8-peroxide (II) and the acetate (I), the generality and mechanism of which are discussed briefly.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 2065-2068

Peroxide–diene oxygen transfer reactions induced by titanium tetrachloride

D. H. R. Barton and R. K. Haynes, J. Chem. Soc., Perkin Trans. 1, 1975, 2065 DOI: 10.1039/P19750002065

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