Summary
Diastereomer formation by the reaction of chiral olefins with optically active platinum complexes followed by LC separation of the diastereomers, and on-line or off-line release of the olefins from the complexes by ligand exchange yield optically pure enantiomers.
The 100% dextrostetatory enantiomer of exo-2-vinylbicyclo[2.2.1]heptane (vinylnorbornane) could be isolated by an off-line method and was used for polarimetric measurements before and after preparative scale gas chromatographic clean-up.
The initial valuable platinum complex could be easily recovered without loss.
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References
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Köhler, J., Deege, A. & Schomburg, G. Preparative LC separation and isolation of enantiomerically pure olefins. Chromatographia 18, 119–124 (1984). https://doi.org/10.1007/BF02258766
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DOI: https://doi.org/10.1007/BF02258766