Literature DB >> 20730207

A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt.

Feng Yu1, Zhichao Jin, Huicai Huang, Tingting Ye, Xinmiao Liang, Jinxing Ye.   

Abstract

The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91-99%).

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Year:  2010        PMID: 20730207     DOI: 10.1039/c0ob00154f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Synergistic Peptide and Gold Catalysis: Enantioselective Addition of Branched Aldehydes to Allenamides.

Authors:  Leo D M Nicholls; Helma Wennemers
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

2.  Enantioselective Organocatalyzed Michael Addition of Isobutyraldehyde to Maleimides in Aqueous Media.

Authors:  Jae Ho Shim; Seok Hyun Cheun; Hyeon Soo Kim; Deok-Chan Ha
Journal:  Molecules       Date:  2022-04-25       Impact factor: 4.927

3.  Asymmetric Michael Addition Organocatalyzed by α,β-Dipeptides under Solvent-Free Reaction Conditions.

Authors:  C Gabriela Avila-Ortiz; Lenin Díaz-Corona; Erika Jiménez-González; Eusebio Juaristi
Journal:  Molecules       Date:  2017-08-10       Impact factor: 4.411

4.  Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide.

Authors:  Alejandro Torregrosa-Chinillach; Rafael Chinchilla
Journal:  Molecules       Date:  2022-10-07       Impact factor: 4.927

  4 in total

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