Z. R. Valiullina, L. S. Khasanova, N. K. Selezneva, F. A. Gimalova, K. K. Pivnitsky, M. S. Miftakhov, “Unexpected fragmentation of 16β-acetoxy-22-oxocholestanes on the action of methylenetriphenylphosphorane”, Mendeleev Commun., 2014, Volume 24, Issue 5,Pages <nobr>272

This article is cited in 1 paper

Communications

Unexpected fragmentation of 16β-acetoxy-22-oxocholestanes on the action of methylenetriphenylphosphorane

Z. R. Valiullina^a, L. S. Khasanova^a, N. K. Selezneva^a, F. A. Gimalova^a, K. K. Pivnitsky^b, M. S. Miftakhov^a

^a Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Treatment of 16β-acetoxy-22-oxocholestanes with methylenetriphenylphosphorane results in the cleavage of C²²–C²³ bond and formation of bisnorcholanic (22→16)-lactones. The analogous fragmentation also partially proceeds on Bu^tOK action.

Language: English

DOI: 10.1016/j.mencom.2014.09.008

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