Scientific article
English

Dramatic enhancement of the enantiomeric excess in asymmetric conjugate addition reaction using new experimental conditions

Published inJournal of the American Chemical Society, vol. 124, no. 19, p. 5262-5263
Publication date2002
Abstract

The asymmetric conjugate addition of dialkylzincs is usually performed with Cu(OTf)2 in toluene. We show that by using a copper carboxylate in Et2O, THF, or EtOAc, we strongly improve the enantioselectivity with a given ligand. Ee values up to 99.1% could be reached with new ligands based on the induced atropisomerism of a simple biphenol unit. In addition, we show that the Lewis acid effect of Cu(OTf)2 is not a significant.

Citation (ISO format)
ALEXAKIS, Alexandre et al. Dramatic enhancement of the enantiomeric excess in asymmetric conjugate addition reaction using new experimental conditions. In: Journal of the American Chemical Society, 2002, vol. 124, n° 19, p. 5262–5263. doi: 10.1021/ja025598k
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Journal ISSN0002-7863
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