93796-45-3Relevant academic research and scientific papers
Enantioselective Iridium-Catalyzed Hydrogenation of α-Keto Amides to α-Hydroxy Amides
Gu, Guoxian,Yang, Tilong,Yu, Ouran,Qian, Hua,Wang, Jiang,Wen, Jialin,Dang, Li,Zhang, Xumu
, p. 5920 - 5923 (2017)
A highly enantioselective iridium-catalyzed hydrogenation of α-keto amides to form α-hydroxy amides has been achieved with excellent results (up to >99% conversion and up to >99% ee, TON up to 100?000). As an example, this protocol was applied to the synthesis of (S)-4-(2-amino-1-hydroxyethyl)benzene-1,2-diol, the enantiomer of norepinephrine, which is widely used as an injectable drug for the treatment of critically low blood pressure. Density functional theory (DFT) calculations were also carried out to reveal the reaction mechanism.
Dioxolanones as Synthetic Intermediates. Part 3. Biomimetic Synthesis of Pulvinic Acids
Ramage, Robert,Griffiths, Gareth J.,Sweeney, John N. A.
, p. 1547 - 1553 (2007/10/02)
The reaction of the phosphorane (16) with methyl arylglyoxylates gives 5-(α-methoxycarbonylarylidene)-2,2-pentamethylene-1,3-dioxolan-4-ones which have been treated with the lithium enolates of t-butyl phenylacetic esters to provide a biomimetic synthesis of pulvinic acids.By this method pulvinic acid (2), vulpinic acid (1), and the unsymmetrically substituted compounds, leprapinic acid (3), and xerocomic acid (4) have been prepared; the last named was obtained via an intermediate (28) in which the phenolic groups were protected as benzyl ethers.
