Literature DB >> 22743000

Significant asymmetric amplification in enantioselective Cu/DiPPAM-catalyzed 1,6- and 1,4-conjugate additions of diethylzinc to (di)enones.

Magaly Magrez1, Joanna Wencel-Delord, Alexandre Alexakis, Christophe Crévisy, Marc Mauduit.   

Abstract

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).

Entities:  

Year:  2012        PMID: 22743000     DOI: 10.1021/ol300866p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry.

Authors:  Serena Monticelli; Laura Castoldi; Irene Murgia; Raffaele Senatore; Eugenia Mazzeo; Judith Wackerlig; Ernst Urban; Thierry Langer; Vittorio Pace
Journal:  Monatsh Chem       Date:  2016-12-07       Impact factor: 1.451

Review 2.  Copper-catalyzed asymmetric conjugate addition of organometallic reagents to extended Michael acceptors.

Authors:  Thibault E Schmid; Sammy Drissi-Amraoui; Christophe Crévisy; Olivier Baslé; Marc Mauduit
Journal:  Beilstein J Org Chem       Date:  2015-12-03       Impact factor: 2.883

3.  Hyperpositive non-linear effects: enantiodivergence and modelling.

Authors:  Yannick Geiger; Thierry Achard; Aline Maisse-François; Stéphane Bellemin-Laponnaz
Journal:  Chem Sci       Date:  2020-10-07       Impact factor: 9.825

4.  Ruthenium(ii)-catalyzed regioselective 1,6-conjugate addition of umpolung aldehydes as carbanion equivalents.

Authors:  Hyotaik Kang; Chao-Jun Li
Journal:  Chem Sci       Date:  2021-11-29       Impact factor: 9.825

  4 in total

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