Literature DB >> 20359170

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

Laëtitia Palais1, Lucille Babel, Adrien Quintard, Sébastien Belot, Alexandre Alexakis.   

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%.

Entities:  

Year:  2010        PMID: 20359170     DOI: 10.1021/ol100441r

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


  3 in total

1.  Nonracemic Antifolates Stereoselectively Recruit Alternate Cofactors and Overcome Resistance in S. aureus.

Authors:  Santosh Keshipeddy; Stephanie M Reeve; Amy C Anderson; Dennis L Wright
Journal:  J Am Chem Soc       Date:  2015-07-08       Impact factor: 15.419

Review 2.  Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors.

Authors:  Delphine Pichon; Jennifer Morvan; Christophe Crévisy; Marc Mauduit
Journal:  Beilstein J Org Chem       Date:  2020-02-17       Impact factor: 2.883

3.  Uncatalyzed conjugate addition of organozinc halides to enones in DME: a combined experimental/computational study on the role of the solvent and the reaction mechanism.

Authors:  Gianluca Casotti; Gianluca Ciancaleoni; Filippo Lipparini; Chiara Nieri; Anna Iuliano
Journal:  Chem Sci       Date:  2019-11-11       Impact factor: 9.825

  3 in total

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