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
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 13,p. 1721-1728
- https://doi.org/10.1039/p19920001721
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.Keywords
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