Chiral Phase-Transfer-Catalyzed Intramolecular aza-Michael Reactions for the Asymmetric Synthesis of Isoindolinones

2015 ◽  
Vol 2015 (9) ◽  
pp. 1995-2004 ◽  
Author(s):  
Stéphane Lebrun ◽  
Romain Sallio ◽  
Mélanie Dubois ◽  
Francine Agbossou-Niedercorn ◽  
Eric Deniau ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Phase Transfer ◽  
Chiral Phase ◽  
Michael Reactions

ChemInform Abstract: Chiral Phase-Transfer-Catalyzed Intramolecular Aza-Michael Reactions for the Asymmetric Synthesis of Isoindolinones.

ChemInform ◽  
2015 ◽  
Vol 46 (30) ◽  
pp. no-no
Author(s):  
Stephane Lebrun ◽  
Romain Sallio ◽  
Melanie Dubois ◽  
Francine Agbossou-Niedercorn ◽  
Eric Deniau ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Phase Transfer ◽  
Chiral Phase ◽  
Michael Reactions

scholarly journals Asymmetric tandem hemiaminal-heterocyclization-aza-Mannich reaction of 2-formylbenzonitriles and amines using chiral phase transfer catalysis: an experimental and theoretical study

RSC Advances ◽  
2016 ◽  
Vol 6 (38) ◽  
pp. 31861-31870 ◽  
Author(s):  
Amedeo Capobianco ◽  
Antonia Di Mola ◽  
Valentina Intintoli ◽  
Antonio Massa ◽  
Vito Capaccio ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Mannich Reaction ◽  
Phase Transfer Catalysis ◽  
Theoretical Study ◽  
Phase Transfer ◽  
Chiral Phase

The first asymmetric synthesis of 3-amino-substituted isoindolinones was accomplished via cascade hemiaminal-heterocyclization-intramolecular aza-Mannich reaction of amines and 2-formylbenzonitriles using chiral phase transfer conditions (PTC).

ChemInform Abstract: Enantioenriched Isoindolinones from Chiral Phase-Transfer-Catalyzed Intramolecular Aza-Michael Reactions.

ChemInform ◽  
2014 ◽  
Vol 45 (5) ◽  
pp. no-no
Author(s):  
Romain Sallio ◽  
Stephane Lebrun ◽  
Nadege Schifano-Faux ◽  
Jean-Francois Goossens ◽  
Francine Agbossou-Niedercorn ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Chiral Phase ◽  
Michael Reactions

Asymmetric synthesis of β-amino ketones by using cinchona alkaloid-based chiral phase transfer catalysts

2018 ◽  
Vol 16 (45) ◽  
pp. 8704-8709 ◽  
Author(s):  
Weihua Li ◽  
Yifeng Wang ◽  
Danqian Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Phase Transfer ◽  
Cinchona Alkaloid ◽  
Reaction Products ◽  
Chiral Phase ◽  
Phase Transfer Catalysts ◽  
Chiral Phase Transfer Catalysts ◽  
The Mannich Reaction ◽  
High Yields

A highly enantioselective nucleophilic addition of ketones to versatile imines catalyzed by chiral PTC has been developed, and the process affords the Mannich reaction products with tertiary stereocenters in good to high yields and excellent enantioselectivities. This protocol is effective for gram scale reaction.

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