Jump to main content
Jump to site search

Issue 9, 2019
Previous Article Next Article

An atom efficient synthesis of tamoxifen

Author affiliations

Abstract

The direct carbolithiation of diphenylacetylenes and their cross-coupling procedure taking advantage of the intermediate alkenyllithium reagents are presented. By employing our recently discovered highly active palladium nanoparticle based catalyst, we were able to couple an alkenyllithium reagent with a high (Z/E) selectivity (10 : 1) and good yield to give the breast cancer drug tamoxifen in just 2 steps from commercially available starting materials and with excellent atom economy and reaction mass efficiency.

Graphical abstract: An atom efficient synthesis of tamoxifen

Back to tab navigation

Supplementary files

Publication details

The article was received on 29 Nov 2018, accepted on 28 Jan 2019 and first published on 28 Jan 2019


Article type: Communication
DOI: 10.1039/C8OB02977F
Citation: Org. Biomol. Chem., 2019,17, 2315-2320

  •   Request permissions

    An atom efficient synthesis of tamoxifen

    D. Heijnen, M. van Zuijlen, F. Tosi and B. L. Feringa, Org. Biomol. Chem., 2019, 17, 2315
    DOI: 10.1039/C8OB02977F

Search articles by author

Spotlight

Advertisements