Enantioselective α-Arylation of Cyclic Ketones Catalyzed by a Combination of an Unmodified Cinchona Alkaloid and a Palladium Complex

2012 ◽  
Vol 354 (2-3) ◽  
pp. 377-382 ◽  
Author(s):  
Christian Richter ◽  
Kalluri V. S. Ranganath ◽  
Frank Glorius
Keyword(s):  
Palladium Complex ◽  
Cinchona Alkaloid ◽  
Cyclic Ketones

l-Prolinal Dithioacetal: A Highly Effective Organocatalyst for the Direct Nitro-Michael Addition to Selected Cyclic and Aromatic Ketones

Synthesis ◽  
2019 ◽  
Vol 51 (17) ◽  
pp. 3356-3368
Author(s):  
Piotr Pomarański ◽  
Zbigniew Czarnocki
Keyword(s):  
Michael Addition ◽  
Ring Size ◽  
Cyclic Ketones ◽  
Asymmetric Syntheses ◽  
Aromatic Ketones ◽  
Ring Systems ◽  
Effective Catalyst ◽  
Acetophenone Derivatives ◽  
Highly Effective ◽  
Related Compounds

The synthesis of novel l-prolinal dithioacetal and its application as an organocatalyst for the direct Michael addition of cyclic ketones and acetophenone derivatives to trans-β-nitrostyrene and related compounds is described. The prolinal dithioacetal acts as effective catalyst in the case of cyclic ketones of different ring size, in particular five- and six-membered examples, as well as larger and smaller ring systems. High enantioselectivity and diastereoselectivity is observed for different substrates and trans-β-nitrostyrenes. Also, the first asymmetric syntheses of selected 2-methyl-4-nitro-1,3-diphenylbutan-1-one derivatives by application of the obtained organocatalyst is presented.

Sign in / Sign up

Export Citation Format

Share Document