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2742528810
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note
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13C nmr spectra, with two signals (δ 4.69 and 5.76) for the proton at the stereogenic center and two sets of signals for each carbon, suggest the (2,2-cis) geometry.
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The diastereomeric excesses were determined by hplc analysis of the corresponding alcohols (10) and (11). The preferred absolute configurations of the cis-isomer (9) were determined by converting to the known dicarboxylic acid. T. Polonski, M. J. Milewska, and A. Katrusiak, J. Org. Chem., 1993, 58, 3411.
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