51551-56-5Relevant articles and documents
An Efficient Two-Step Preparation of α-, β-, γ- or δ-Amino Acids from 2-Pyrazinones, 2-Hydroxypyrimidines or 2-Pyridones Respectively
Zacharie, Boulos,Abbott, Shaun D.,Baigent, Christopher B.,Doyle, Christopher,Yalagala, Ravi Shekar
, p. 6486 - 6493 (2018/11/23)
A practical and efficient two-step procedure is reported for the preparation of a variety of α-, β-, γ- and δ-amino acids from 2-pyridone, 2-pyrazinone or 2-hydroxypyrimidine and derivatives. The procedure is amenable to scale-up and in most cases no chromatographic purification of the product is required. This approach is useful, especially in the synthesis of amino acids or deuterated amino acids that are not obtained by other methods.
Asymmetric Michael Addition Reaction of α-Aryl-Substituted Lactams Catalyzed by Chiral Quaternary Ammonium Salts Derived from Cinchona Alkaloids: A New Short Synthesis of (+)-Mesembrine
Nunokawa, Shiori,Minamisawa, Masamitsu,Nakano, Keiji,Ichikawa, Yoshiyasu,Kotsuki, Hiyoshizo
, p. 2301 - 2305 (2015/09/28)
The enantioselective Michael addition reaction of α-aryl-substituted lactams with electron-deficient olefins was efficiently catalyzed using chiral quaternary ammonium salts derived from cinchona alkaloids. This method was highly useful for the construction of an all-carbon-substituted quaternary carbon stereogenic center at the α-position of lactams in good to high yields and with good enantiomeric excess and could be applied to the short synthesis of (+)-mesembrine.
Catalytic asymmetric allylic alkylation of 3-arylated piperidin-2-ones
Michon, Christophe,Bethegnies, Aurelien,Capet, Frederic,Roussel, Pascal,De Filippis, Arnault,Gomez-Pardo, Domingo,Cossy, Janine,Agbossou-Niedercorn, Francine
, p. 4979 - 4985 (2013/08/23)
The preparation of optically active lactams from 3-aryl-2-piperidinone is reported. The quaternary carbon stereocentres were formed using palladium-catalysed asymmetric allylic alkylation reactions. The resulting enantioenriched compounds are useful inter
