1300747-58-3Relevant academic research and scientific papers
Chloramphenicol base chemistry. Part 11: chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones
Yan, Linjie,Wang, Haifeng,Xiong, Fangjun,Tao, Yuan,Wu, Yan,Chen, Fener
, p. 921 - 929 (2017/07/11)
The first chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones is reported. The Michael adducts were obtained in good to excellent yields (up to 98% yield) and enantioselectivities (up to 94% ee). This reaction has a broad substrate scope to various α,β-unsaturated ketones. With this in mind, this methodology was successfully applied to the synthesis of a chiral piperidone, an advanced building block for dihydropyridinone P2X7 receptor antagonists.
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.).
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
Enantioselective conjugate addition of malononitrile to chalcones promoted by α,α-L-diaryl prolinols: Noncovalent versus covalent catalysis?
Russo, Alessio,Capobianco, Amedeo,Perfetto, Alessandra,Lattanzi, Alessandra,Peluso, Andrea
experimental part, p. 1922 - 1931 (2011/04/27)
The enantioselective conjugate addition of malononitrile to trans-chalcones has been investigated as a case study using easily available α,α-L-diaryl prolinols as promoters. Both experimental and computational results are consistent with a bifunctional no
