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Catalytic asymmetric conjugate addition on macrocyclic and acyclic enones. Synthesis of R-(-)-Muscone

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Published in Synlett. 1999, no. 11, p. 1811-1813
Abstract The asymmetric conjugate addition of diethyl zinc to acyclic enones is described. With 1% Cu(OTf)2 and 2% of a chiral phosphite ligand, the catalyst allowed ee's up to 92'% to be obtained. The addition of dimethyl zinc to a macrocyclic 15-membered ring enone lead to optically active R-(-)-muscone, in 53% yield and 79% enantiomeric excess.
Keywords Conjugate additionCatalysisCopperAsymmetryDialkyl zincMuscone
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ALEXAKIS, Alexandre et al. Catalytic asymmetric conjugate addition on macrocyclic and acyclic enones. Synthesis of R-(-)-Muscone. In: Synlett, 1999, n° 11, p. 1811-1813. https://archive-ouverte.unige.ch/unige:8157

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Deposited on : 2010-06-21

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