Literature DB >> 25352171

Synergistic catalysis: enantioselective addition of alkylbenzoxazoles to enals.

Marta Meazza1, Victor Ceban, Mateusz B Pitak, Simon J Coles, Ramon Rios.   

Abstract

A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal-Lewis-acid activation of alkylazaarenes, and 2) the secondary-amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Michael addition; alkyl azaarenes; iminium catalysis; palladium; synergistic catalysis

Year:  2014        PMID: 25352171     DOI: 10.1002/chem.201404565

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals.

Authors:  Haipan Zhu; Peile Du; Jianjun Li; Ziyang Liao; Guohua Liu; Hao Li; Wei Wang
Journal:  Beilstein J Org Chem       Date:  2016-06-29       Impact factor: 2.883

2.  Synergistic catalysis: cis-cyclopropanation of benzoxazoles.

Authors:  Marta Meazza; Mark E Light; Andrea Mazzanti; Ramon Rios
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

3.  Synergistic formal ring contraction for the enantioselective synthesis of spiropyrazolones.

Authors:  Marta Meazza; Martin Kamlar; Lucie Jašíková; Bedřich Formánek; Andrea Mazzanti; Jana Roithová; Jan Veselý; Ramon Rios
Journal:  Chem Sci       Date:  2018-06-28       Impact factor: 9.825

Review 4.  Recent progress in asymmetric synergistic catalysis - the judicious combination of selected chiral aminocatalysts with achiral metal catalysts.

Authors:  Christian D-T Nielsen; Joshua D Linfoot; Alexander F Williams; Alan C Spivey
Journal:  Org Biomol Chem       Date:  2022-04-06       Impact factor: 3.890

5.  Additive-Free Pd-Catalyzed α-Allylation of Imine-Containing Heterocycles.

Authors:  Marko Kljajic; Johannes G Puschnig; Hansjörg Weber; Rolf Breinbauer
Journal:  Org Lett       Date:  2016-12-12       Impact factor: 6.005

  5 in total

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