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0008873135
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For related stereoselective reactions with trans-cinnamyl chloride cf. Tanigawa, Y.; Moritani, I.; Nishida, S. J. Organomet. Chem. 1971, 28, 73 or Tanaka, H.; Abdul Hai, A. K. M.; Ogawa, H.; Torii, S. Synlett 1993, 835.
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85038532409
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For related stereoselective reactions with trans-cinnamyl chloride cf. Tanigawa, Y.; Moritani, I.; Nishida, S. J. Organomet. Chem. 1971, 28, 73 or Tanaka, H.; Abdul Hai, A. K. M.; Ogawa, H.; Torii, S. Synlett 1993, 835.
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3SnLi see also Quintard, J.-P.; Degeil-Castaing, M.; Dumartin, G.; Rahm, A.; Pereyre, M. J. Chem. Soc., Chem. Commun. 1980, 1004. In this case, the C=C bond could only be cis because it was part of a cyclohexene.
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Preparation of the zinc reagent: Rao, S. A.; Chou, T.-S.; Schipor, J.; Knochel, P. Tetrahedron 1992, 48, 2025.
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Review of applications of this method: Hoffmann, R. W. Angew. Chem. 1979, 91, 625; Angew. Chem., Int. Ed. Engl. 1979, 18, 563.
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