Issue 13, 1992

Synthesis and stereochemistry of an optically active selenonium ylide. X-Ray molecular structure of (+)Se-{4′-[(–)-menthyloxycarbonyl]phenyl}(methyl)-selenonium 4,4-dimethyl-2,6-dioxocyclohexylide

Abstract

Fractional recrystallization of diastereoisomeric {4′-[(–)-menthyloxycarbonyl]phenyl}(methyl)-selenonium 4,4-dimethyl-2,6-dioxocyclohexylide from hexane–diethyl ether gave the optically pure (+)-selenonium ylide as stable crystals. The absolute configuration around the selenium atom was determined to be R by X-ray crystallographic analysis. The epimerization of the optically active selenonium ylide by pyramidal inversion was studied.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1721-1728

Synthesis and stereochemistry of an optically active selenonium ylide. X-Ray molecular structure of (+)Se-{4′-[(–)-menthyloxycarbonyl]phenyl}(methyl)-selenonium 4,4-dimethyl-2,6-dioxocyclohexylide

N. Kamigata, Y. Nakamura, K. Kikuchi, I. Ikemoto, T. Shimizu and H. Matsuyama, J. Chem. Soc., Perkin Trans. 1, 1992, 1721 DOI: 10.1039/P19920001721

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