Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues

Author(s):  
Chao Liu ◽  
Ruiqi Zhao ◽  
Liangliang Song ◽  
Zhenghua Li ◽  
Guilong Tian ◽  
...  

A palladium-catalyzed intramolecular cyclization of Ugi-adducts via a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the...

2020 ◽  
Author(s):  
Kiron Kumar Ghosh ◽  
Alexander Uttry ◽  
Francesca Ghiringhelli ◽  
Arup Mondal ◽  
Manuel van Gemmeren

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>


2013 ◽  
Vol 53 (5) ◽  
pp. 1420-1424 ◽  
Author(s):  
Lin He ◽  
Haoquan Li ◽  
Helfried Neumann ◽  
Matthias Beller ◽  
Xiao-Feng Wu

2014 ◽  
Vol 50 (50) ◽  
pp. 6574-6577 ◽  
Author(s):  
Sam E. R. Auty ◽  
Oliver Andrén ◽  
Michael Malkoch ◽  
Steven P. Rannard

We present the first xanthate surface functional dendrimers which undergo rapid one-pot deprotection to thiols and subsequent acrylate Michael addition .


2014 ◽  
Vol 126 (5) ◽  
pp. 1444-1448 ◽  
Author(s):  
Lin He ◽  
Haoquan Li ◽  
Helfried Neumann ◽  
Matthias Beller ◽  
Xiao-Feng Wu

2008 ◽  
Vol 39 (1) ◽  
pp. 139-157 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Mohammad Hassan Beyzavi ◽  
Ahmad Reza Moosavi Zare ◽  
Ali Khalafi-Nezhad ◽  
...  

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