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Title

Synthesis and application of chiral phosphorus ligands derived from TADDOL for the asymmetric conjugate addition of diethylzinc to enones

Authors
Burton, Jonathan
Vastra, Johann
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Published in European Journal of Organic Chemistry. 2000, vol. 2000, no. 24, p. 4011-4027
Abstract Asymmetric conjugate addition of diethylzinc to cyclohexen-2-one, chalcone, and benzalacetone has been found to occur with 0.5% copper(II) triflate and 1% chiral phosphite. Cyclic phosphites derived from TADDOL gave excellent to moderate enantiomeric excesses. The nature of the exocyclic substituent of the dioxaphospholane ring is important, but the chiral induction is imposed by the TADDOL framework. Syntheses of all the TADDOL ligands are described.
Keywords ZincCopper catalysisAsymmetric conjugate additionTaddolPhosphorus
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ALEXAKIS, Alexandre et al. Synthesis and application of chiral phosphorus ligands derived from TADDOL for the asymmetric conjugate addition of diethylzinc to enones. In: European Journal of Organic Chemistry, 2000, vol. 2000, n° 24, p. 4011-4027. https://archive-ouverte.unige.ch/unige:8153

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Deposited on : 2010-06-21

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