1134099-96-9Relevant academic research and scientific papers
Modularly evolved 2-aminodmap/squaramides as highly active bifunctional organocatalysts in Michael addition
I?k, Murat,Unver, M. Yagiz,Tanyeli, Cihangir
, p. 828 - 835 (2015/03/03)
We report a new family of chiral bifunctional acid/base type organocatalysts, 2-aminoDMAP/Squaramides, which are proved to be highly active (1 mol % cat. loading) promoters in conjugate addition of dibenzoylmethane to various trans-β-nitroalkenes. Steric demand of the catalysts was clearly seen by a set-by-set modulation of the squaramide unit through electronic and steric factors. The synergistic cooperation of 2-aminoDMAP "uperbase" and sterically encumbered squaramide (H-bond donor) enabled complete conversion of a range of reactants into corresponding Michael adducts in a couple of hours with exquisite selectivities (up to 98% ee).
MICHAEL REACTION WITH RECOVERY OF THE CATALYST
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Page/Page column 12; 5/65, (2012/01/14)
Disclosed is a process of carrying out a Michael reaction with recovery of the catalyst, where a compound of formula (1): is reacted with a compound of formula (2): in the presence of a catalyst of formula (4): where the compounds of formulae (1) and (2)
Recyclable organocatalysis: Highly enantioselective Michael addition of 1,3-diaryl-1,3-propanedione to nitroolefins
Tan, Bin,Zhang, Xuan,Chua, Pei Juan,Zhong, Guofu
supporting information; experimental part, p. 779 - 781 (2009/07/10)
The first Michael addition of 1,3-diaryl-1,3-propanedione to nitroolefins was demonstrated using a simple organocatalyst, which afforded excellent yields (81-97%) and enantioselectivities (90 to >99% ee); the catalyst and excess reactant can be reused sev
