1431769-07-1Relevant articles and documents
Primary Amine-2-Aminopyrimidine Chiral Organocatalysts for the Enantioselective Conjugate Addition of Branched Aldehydes to Maleimides
Vízcaíno-Milla, Pascuala,Sansano, José M.,Nájera, Carmen,Fiser, Béla,Gómez-Bengoa, Enrique
, p. 2199 - 2206 (2015)
Chiral primary amines containing the (R,R)- and (S,S)-trans-cyclohexane-1,2-diamine scaffold and a pyrimidin-2-yl unit are synthesized and used as general organocatalysts for the Michael reaction of α-branched aldehydes to maleimides. The reaction takes place with 10 mol% organocatalyst loading and hexanedioic acid as cocatalyst in aqueous N,N-dimethylformamide at 10 °C affording the corresponding succinimides in good yields and enantioselectivities. DFT calculations support the stereochemical results and the role played by the solvents.
Organocatalytic enantioselective conjugate addition of aldehydes to maleimides in deep eutectic solvents
Flores-Ferrándiz, Jesús,Chinchilla, Rafael
, p. 302 - 306 (2017/02/18)
The conjugate enantioselective addition of aldehydes, mainly α,α-disubstituted, to maleimides leading to enantioenriched succinimides, has been achieved in recyclable deep eutectic solvents at room temperature. Enantiomerically pure carbamate-monoprotecte
An asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides leading to a one-pot enantioselective synthesis of lactones catalyzed by amino acids
Kokotos, Christoforos G.
supporting information, p. 2406 - 2409 (2013/06/27)
A cheap and fast construction of both enantiomers of substituted succinimides is reported. α- or β-amino acids, such as β-phenylalanine and α-tert-butyl aspartate, were found to be efficient organocatalysts for the reaction between α,α-disubstituted aldeh