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Copper-catalysed kinetic resolution of cyclic alkenyl cyclopropane malonates with organoaluminium and Grignard reagents

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Published in Synlett. 2010, no. 2, p. 317-320
Abstract We report herein the first copper-catalysed kinetic resolution of alkenyl cyclopropane malonates with organoaluminium and Grignard reagents. The conjugate products were exclusively obtained on five- and six-membered-ring substrates. After optimization of the reaction conditions, we observed good conversions and enantiomeric excesses using ferrocene-based ligands on five-membered-ring substrates, and phosphoramidite ligands on six-membered rings.
Keywords Kinetic resolutionAlkenyl cyclopropane malonatesConjugate additionGrignard reagentsCopper
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LADJEL, Chehla et al. Copper-catalysed kinetic resolution of cyclic alkenyl cyclopropane malonates with organoaluminium and Grignard reagents. In: Synlett, 2010, n° 2, p. 317-320. https://archive-ouverte.unige.ch/unige:5090

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Deposited on : 2010-01-29

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