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37
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33847535108
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This was determined for styrène oxide by comparing the retention times of the synthetic epoxide enantiomers on a gas chromatography chiral column with authentic chiral epoxide samples. The absolute configurations of the major enantiomer for the other two substrates were deduced by analogy.
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This was determined for styrène oxide by comparing the retention times of the synthetic epoxide enantiomers on a gas chromatography chiral column with authentic chiral epoxide samples. The absolute configurations of the major enantiomer for the other two substrates were deduced by analogy.
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38
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0343101225
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note
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All ee values for c/V/î-methylstyrene refer to the m-epoxide which was generally favored by 6-7:1 over the trans diastereomer.
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39
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0343101226
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note
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The highest possible loading for our system is 1.36 mmol/g, which corresponds to the inverse of the molecular weight of one functionalized monomer unit.
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40
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0029865298
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Zhao, S. H.; Ortiz, P. R.; Kys, B. A.; Davenport, K. G. Tetrahedron Lett. 1996, 37, 2725.
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Kys, B.A.3
Davenport, K.G.4
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41
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33847564467
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note
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To further analyze the degradation of this system, a control experiment was run in which the reaction mixture, after filtration of the polymeric catalyst, was reused without the addition of fresh catalyst. Further formation of epoxide products would indicate that the salen catalyst was cleaved 'intact from the resin while the absence of additional epoxide formation would be indicative of manganese leaching and/or ligand decomposition. It was found that recycling of the crude reaction did not lead to the formation of additional epoxide product.
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