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Asymmetric conjugate addition to α-halo enones : Dramatic effect of styrene on the enantioselectivity

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Published in Angewandte Chemie: International Edition. 2006, vol. 45, no. 45, p. 7600-7603
Abstract A simple trick could prove generally valuable for asymmetric copper-catalyzed conjugate addition reactions. It was found that the enantioselectivities of such reactions of dialkyl zinc reagents with α-halo enones in the presence of chiral phosphorimidite ligands were dramatically improved upon the addition of styrene, which acts as a radical scavenger to suppress the competitive non-asymmetric radical pathway (see example).
Keywords Asymmetric synthesisConjugate additionCopperHomogeneous catalysisRadicals
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PMID: 17051627
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LI, Kangying, ALEXAKIS, Alexandre. Asymmetric conjugate addition to α-halo enones : Dramatic effect of styrene on the enantioselectivity. In: Angewandte Chemie: International Edition, 2006, vol. 45, n° 45, p. 7600-7603. https://archive-ouverte.unige.ch/unige:8015

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Deposited on : 2010-06-21

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