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In the presence of CuI, the epoxide 18 was opened by iodide to give an iodohydrin rather than the coupling product 19.
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In this coupling reaction, we observed a by-product in which SPh was substituted for the iodide.
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Although a 9:1 mixture of (E/Z)-45 isomers was used for the Nozaki -Hiyama - Kishi reaction, the coupling reaction gave only the E allylic alcohol 46 presumably due to E/Z isomerization of the organochromium reagent and the low reactivity of the Z isomer.
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50 value of mosin B against PaCa-2 cells was 72-fold higher than that of adriamycin (ref. [4]). The discrepancy from our results was probably caused by a difference in the passage of cancer cells or in the bioassay protocol. However, we cannot prove this at the present time, since the natural mosin B is not available.
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