Ni-Catalyzed asymmetric reduction of α-keto-β-lactams via DKR enabled by proton shuttling was written by Wang, Fangyuan;Tan, Xuefeng;Wu, Ting;Zheng, Long-Sheng;Chen, Gen-Qiang;Zhang, Xumu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Electric Literature of C11H13NO2 This article mentions the following:
Chiral α-hydroxy-β-lactams are key fragments of many bioactive compounds and antibiotics, and the development of efficient synthetic methods for these compounds is of great value. The highly enantioselective dynamic kinetic resolution (DKR) of α-keto-β-lactams was realized via a novel proton shuttling strategy. A wide range of α-keto-β-lactams were reduced efficiently and enantioselectively by Ni-catalyzed asym. hydrogenation, providing the corresponding α-hydroxy-β-lactam derivatives with high yields and enantioselectivities (up to 92% yield, up to 94% ee). Deuterium-labeling experiments indicate that phenylphosphinic acid plays a pivotal role in the DKR of α-keto-β-lactams by promoting the enolization process. The synthetic potential of this protocol was demonstrated by its application in the synthesis of a key intermediate of Taxol and (+)-epi-Cytoxazone. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Electric Literature of C11H13NO2).
4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Electric Literature of C11H13NO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics