European journal of organic chemistry

Synthesis of Both Enantiomers of Conduritol C Tetraacetate and of meso??Conduritol D Tetraacetate by Oxidation of Benzoquinone Bis (ethylene acetal)

M Lang, T Ziegler

文献索引：Lang, Martin; Ziegler, Thomas European Journal of Organic Chemistry, 2007 , # 5 p. 768 - 776

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被引用次数: 4

摘要

Abstract Epoxidation of p-benzoquinone bis (ethylene acetal)(1) with m-chloroperbenzoic acid or hydrogen peroxide/benzonitrile afforded corresponding monoepoxide 2, which was converted into p-benzoquinone mono (ethylene acetal) monoepoxide 5 with perchloric acid. Dihydroxylation of 1 with osmium tetroxide or ruthenium trichloride/sodium periodate afforded corresponding cis-diol 6, which was subsequently acetylated to give diacetate 7. ...