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. 2010 May 7;12(9):1988-91.
doi: 10.1021/ol100441r.

Copper-catalyzed enantioselective 1,4-addition to alpha,beta-unsaturated aldehydes

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Copper-catalyzed enantioselective 1,4-addition to alpha,beta-unsaturated aldehydes

Laëtitia Palais et al. Org Lett. .

Abstract

The first asymmetric Cu-catalyzed conjugate addition of dialkylzinc zinc reagents to a large scope of enals in presence of phosphoramidite, SimplePhos, or (R)-BINAP ligands with enantiomeric excesses up to 90% is reported. Moreover, ACA of Grignard reagents afforded moderate to good 1,4-regioselectivities with enantioselectivities up to 90%.

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