1040232-85-6Relevant academic research and scientific papers
One-Pot Quinine-Catalyzed Synthesis of α-Chiral γ-Keto Esters: Enantioenriched Precursors of cis-α,γ-Substituted-γ-Butyrolactones
Meninno, Sara,Volpe, Chiara,Lattanzi, Alessandra
supporting information, p. 2845 - 2848 (2016/09/13)
A highly enantioselective one-pot synthesis of important building blocks, α-chiral γ-keto esters, has been developed by combining a quinine-catalyzed Michael addition of malononitrile to trans-enones followed by magnesium monoperoxyphthalate (MMPP) oxidat
Organocatalytic Enantioselective Decarboxylative Michael Addition of β-Keto Acids to Dicyanoolefins and Disulfonylolefins
Wei, Yi,Guo, Ran,Dang, Yanfeng,Nie, Jing,Ma, Jun-An
, p. 2721 - 2726 (2016/09/13)
A convenient organocatalytic enantioselective decarboxylative Michael addition of β-keto acids to dicyanoolefins and disulfonylolefins is realized. In the presence of saccharide-derived chiral amino thioureas, the reaction proceeded smoothly to afford a wide range of the Michael adducts in 62–99% yield with 70–94% ee. Moreover, one of the chiral adducts obtained could be readily converted into the monofluorinated product in a total 68% yield over four steps with 85% ee. (Figure presented.).
Squaramide-catalyzed enantioselective Michael addition of malononitrile to chalcones
Yang, Wen,Jia, Yang,Du, Da-Ming
experimental part, p. 332 - 338 (2012/02/04)
A highly enantioselective Michael addition of malononitrile to chalcones catalyzed by a chiral quinine-derived squaramide catalyst has been developed. This organocatalytic reaction at a very low catalyst loading (0.5 mol%) led to chiral γ-cyano carbonyl c
Back to natural cinchona alkaloids: Highly enantioselective Michael addition of malononitrile to enones
Russo, Alessio,Perfetto, Alessandra,Lattanzi, Alessandra
supporting information; experimental part, p. 3067 - 3071 (2010/04/06)
An efficient and convenient highly enantioselective Michael addition of malononitrile to enones has been developed by using quinine as the organocatalyst. The adducts were isolated in excellent yield and high asymmetric induction (up to 95% ee). An easy r
Organocatalytic asymmetric direct Michael addition of aromatic ketones to alkylidenemalononitriles
Yue, Lei,Du, Wei,Liu, Yan-Kai,Chen, Ying-Chun
, p. 3881 - 3884 (2008/09/21)
The asymmetric direct Michael addition of aromatic ketones to highly active alkylidenemalononitriles was investigated by employing a chiral primary amine 9-amino-9-deoxyepicinchonine. In general modest to good enantioselectivities (71-84% ee) could be obtained in acceptable isolated yields (48-85%) for an array of substrates.
