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M. Magrez, J. Wencel-Delord, A. Alexakis, C. Crévisy, M. Mauduit,
“Significant Asymmetric Amplification in Enantioselective Cu/DiPPAM-catalyzed 1,6- and 1,4-Conjugate Additions of Diethylzinc to (Di)enones”
Org. Lett. 2012, 14, 3576-3579.
An unprecedented and strong positive nonlinear effect (NLE) was observed in Cu/DiPPAM-catalyzed asymmetric 1,6-conjugate addition of Et2Zn on (E)-3-(prop-1-en-1-yl)cyclohex-2-enone (71% ee reached with a 40% ee ligand). Moreover, similar behaviors were observed in Cu/DiPPAM-catalyzed 1,4-asymmetric conjugate additions of Et2Zn on both cyclohexenone and (E)-3-non-3-en-2-one (83% and 70% ee, respectively, reached with a 40% ee ligand).
DOI : 10.1021/ol300866p
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