1001860-24-7Relevant articles and documents
One-pot cascade synthesis of azabicycles via the nitro-Mannich reaction and N -alkylation
Disadee, Wannaporn,Ruchirawat, Somsak
supporting information, p. 707 - 711 (2018/02/09)
A one-pot, metal-free process for the synthesis of azabicycles is developed. The key transformations involved a cascade of double intramolecular cyclizations via the nitro-Mannich reaction and N-alkylation, providing various ring systems of azabicycles in
Stereochemical Control of Enzymatic Carbon–Carbon Bond-Forming Michael-Type Additions by “Substrate Engineering”
Miao, Yufeng,Tepper, Pieter G.,Geertsema, Edzard M.,Poelarends, Gerrit J.
, p. 5350 - 5354 (2016/11/22)
The enzyme 4-oxalocrotonate tautomerase (4-OT) promiscuously catalyzes the Michael-type addition of acetaldehyde to β-nitrostyrene derivatives to yield chiral γ-nitroaldehydes, which are important precursors for pharmaceutically active γ-aminobutyric acid
Asymmetric michael reaction of acetaldehyde with nitroolefins catalyzed by highly water-compatible organocatalysts in aqueous media
Qiao, Yupu,He, Junpeng,Ni, Bukuo,Headley, Allan D.
, p. 2849 - 2853,5 (2012/12/12)
A novel category of diarylprolinol silyl ether catalysts which contain different lengths of alkylamine tags, was designed and synthesized. These catalysts were used, along with benzoic acid as the co-catalyst, to catalyze the asymmetric Michael reaction of the highly reactive acetaldehyde with nitroolefins. For the reactions studied, this catalytic system exhibited high reactivity in brine without any organic solvents; good yields (30-61%) and high enantioselectivities (80-97% ee) for a wide variety of nitrostyrenes were obtained.
