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Regioselective SN2 opening of vinylic epoxides with trialkylzincates and tetralkylaluminates

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Vrancken, Emmanuel
Published in European Journal of Organic Chemistry. 2004, vol. 2004, no. 10, p. 2151-2159
Abstract The use of trialkylorganozincates and tetraalkylaluminates allows regioselective SN2 nucleophilic opening of vinylic epoxides. The reaction occurs with an anti-substitution pattern and can be applied to a wide range of substrates. We also show that the solvent and the structure of the epoxide have an influence on the substitution products ratio.
Keywords AluminumNucleophilic substitutionRegioselectivityVinylic epoxidesZinc
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EQUEY, Olivier, VRANCKEN, Emmanuel, ALEXAKIS, Alexandre. Regioselective SN2 opening of vinylic epoxides with trialkylzincates and tetralkylaluminates. In: European Journal of Organic Chemistry, 2004, vol. 2004, n° 10, p. 2151-2159. https://archive-ouverte.unige.ch/unige:8151

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Deposited on : 2010-06-21

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