Jump to main content
Jump to site search

Issue 6, 2018
Previous Article Next Article

Michael addition of carbonyl compounds to nitroolefins under the catalysis of new pyrrolidine-based bifunctional organocatalysts

Author affiliations

Abstract

Novel bifunctional pyrrolidine-based organocatalysts for the asymmetric Michael addition of carbonyl compounds to nitroolefins have been synthesised from homoallylamines, which are easily obtained from (R)-glyceraldehyde as a chiral precursor. Under optimal reaction conditions, these bifunctional organocatalysts showed a high catalytic efficiency (almost quantitative yield in most cases) and stereoselectivity in the Michael addition reactions of a variety of aldehydes (up to 98 : 2 dr and 97% ee) and ketones (up to 98 : 2 dr and 99% ee) to nitroolefins.

Graphical abstract: Michael addition of carbonyl compounds to nitroolefins under the catalysis of new pyrrolidine-based bifunctional organocatalysts

Back to tab navigation

Supplementary files

Publication details

The article was received on 15 Nov 2017, accepted on 05 Jan 2018 and first published on 08 Jan 2018


Article type: Paper
DOI: 10.1039/C7OB02798B
Citation: Org. Biomol. Chem., 2018,16, 924-935
  •   Request permissions

    Michael addition of carbonyl compounds to nitroolefins under the catalysis of new pyrrolidine-based bifunctional organocatalysts

    A. Castán, R. Badorrey, J. A. Gálvez, P. López-Ram-de-Víu and M. D. Díaz-de-Villegas, Org. Biomol. Chem., 2018, 16, 924
    DOI: 10.1039/C7OB02798B

Search articles by author

Spotlight

Advertisements