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0342566993
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The vinylic cuprates were prepared by reaction of cuprous iodide with vinylic lithium compounds derived from the corresponding vinylic iodides by halogen-metal exchange at low temperature according to: Normant, J.F.; Cahiez, G.; Bernard, D. Synthesis 1976, 245.
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29
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0027382079
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4OH solution. The stereochemistry of the monoprotected diols 5 and 5′ was determined after catalytic reduction of the double bond by comparison with the diols obtained after reduction of the syn α-alkyl β-hydroxyesters synthetized according to: Tanaguchi, M.; Fujii, H.; Oshima, K.; Utimoto, K. Tetrahedron 1993, 49, 11169.
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Utimoto, K.4
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32
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53649088844
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note
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2 (5 mL) cooled to -60 °C. After stirring for 3 h, the solvent was evaporated and the residue quickly chromatographed on carbonated silicagel. The trichloracetimidate was then diluted in xylene (15 mL), refluxed for 12 h and chromatographed.
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0026515878
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0027260325
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(d) Gonda, J.; Helland, A.C.; Ernst, B.; Bellus, D. Synthesis, 1993, 729.
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37
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53649101282
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note
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13C NMR δ: 21.8 (q), 22.1 (q), 22.5 (q), 22.6 (q), 24.7 (d), 25.3 (d), 40.6 (t), 43.4 (d), 46.7 (t), 50.2 (d), 92.6 (s), 129.7 (d), 131.6 (d), 160.9 (s), 180.9 (s).
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38
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53649108897
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note
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15b
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