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1H NMR spectroscopy and the configuration of the resulting olefin was confirmed by ROESY experiments.
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0343172866
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note
-
The conformational difference between 21 and 22 had an influence on the stereoselectivity of methoxycarbonylmethylene introduction; the desired stereochemistry (Z:E = 8:1) was obtained by reagent C in the ease of 21, whereas 22 gave rise to no reaction under the same conditions. Additionally, reaction of 22 with A proceeded in favor of the undesired selectivity (Z:E = 1:4).
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