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

Authors :
Doering NA
Kou KGM
Norseeda K
Lee JC
Marth CJ
Gallego GM
Sarpong R
Source :
The Journal of organic chemistry [J Org Chem] 2018 Oct 19; Vol. 83 (20), pp. 12911-12920. Date of Electronic Publication: 2018 Sep 28.
Publication Year :
2018

Abstract

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.

Details

Language :
English
ISSN :
1520-6904
Volume :
83
Issue :
20
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
30216070
Full Text :
https://doi.org/10.1021/acs.joc.8b01967