Pd-catalyzed cross-coupling reaction of (Z)- and (E)-bromoenyne: unusual stereochemical outcome |
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Authors: | Jun&rsquo ichi Uenishi,Katsuaki Matsui,Masashi Ohmi |
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Affiliation: | Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8412, Japan |
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Abstract: | Pd-catalyzed cross-coupling reaction of (E)-bromoenyne 1Z with 1-alkyne and tributylvinyl-stannane occurs with retention of the configuration in benzene but with an inversion of the configuration in DMF or CH2Cl2. On the other hand, that of (Z)-bromoenyne 1E occurs with retention of the configuration in these solvents. |
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Keywords: | Bromoenyne Sonogashira coupling Stille coupling, Enediyne Stereocontrol |
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