A Copper-Mediated Conjugate Addition Approach to Analogues of Aconitine-Type Diterpenoid Alkaloids.

Autor: Doering NA; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Kou KGM; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Norseeda K; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Lee JC; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Marth CJ; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Gallego GM; Department of Chemistry , University of California , Berkeley , California 94720 , United States., Sarpong R; Department of Chemistry , University of California , Berkeley , California 94720 , United States.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2018 Oct 19; Vol. 83 (20), pp. 12911-12920. Date of Electronic Publication: 2018 Sep 28.
DOI: 10.1021/acs.joc.8b01967
Abstrakt: A copper-mediated conjugate addition of electron-rich aryl groups into a complex vinyl nitrile using arylmagnesium bromides is reported. The conjugate addition adducts were advanced toward the synthesis of designed aconitine-type analogues. The variation in oxygenation patterns on the arene coupling partner, introduced through the current conjugate addition approach, may ultimately provide insight into structure-activity relationships of the diterpenoid alkaloids.
Databáze: MEDLINE