78631-22-8Relevant academic research and scientific papers
Pyridoxal-Catalyzed Racemization of α-Aminoketones Enables the Stereodivergent Synthesis of 1,2-Amino Alcohols Using Ketoreductases
Cao, Jingzhe,Hyster, Todd K.
, p. 6171 - 6175 (2020)
Differentially substituted 1,2-amino alcohols are a prevalent motif in a variety of pharmaceutical and agrochemical molecules. Dynamic kinetic resolutions (DKRs) that involve the asymmetric reduction of α-amino ketones are attractive for preparing this motif; however, methods for racemizing the stereogenic α-carbon under mild conditions are underdeveloped. Here we report a chemoenzymatic DKR involving ketoreductases (KREDs), in which pyridoxal-5-phosphate (PLP) is used to catalyze racemization of the starting racemic α-aminoketone. This strategy enables access to a variety of 1,2-amino alcohols with high levels of diastereo- and enantioselectivity. Using commercially available KREDs, all four possible stereoisomers can be accessed, highlighting a benefit to this approach.
Preparation, reduction chimique et electrochimique d'α-nitrostyrylcetones - synthese d'heterocycles azotes
Marcot, Bernard,Rabaron, Alain,Viel, Claude,Bellec, Christian,Deswarte, Stephane,Maitte, Pierre
, p. 1224 - 1234 (2007/10/02)
Nitration of styryl ketones with nitrogen peroxide leads to the corresponding α-nitroethylenic ketones in good yield.However, the presence of methoxy groups involves a nitration on the aromatic nucleus.LiAlH4 reduction of α-nitrostyrylketones yields the c
