910443-83-3Relevant academic research and scientific papers
Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids
Zhu, Chendan,Mandrelli, Francesca,Zhou, Hui,Maji, Rajat,List, Benjamin
, p. 3312 - 3317 (2021/04/07)
We report here a scalable, catalytic one-pot approach to enantiopure and unmodified β2-amino acids. A newly developed confined imidodiphosphorimidate (IDPi) catalyzes a broadly applicable reaction of diverse bis-silyl ketene acetals with a silylated aminomethyl ether, followed by hydrolytic workup, to give free β2-amino acids in high yields, purity, and enantioselectivity. Importantly, both aromatic and aliphatic β2-amino acids can be obtained using this method. Mechanistic studies are consistent with the aminomethylation to proceed via silylium-based asymmetric counteranion-directed catalysis (Si-ACDC) and a transition state to explain the enantioselectivity is suggested on the basis of density functional theory calculation.
Enzymatic multicomponent reaction for simultaneous synthesis of two important scaffolds, pyridin-2-ones and α-alkylated nitriles
Liu, Zhi-Qiang,Hu, Yu-Jing,Chen, Xiao-Yang,Wu, Qi,Lin, Xian-Fu
, p. 663 - 668 (2015/02/02)
An efficient approach for the synthesis of highly substituted pyridin-2-one derivatives and α-alkylated nitriles through enzymatic multicomponent reaction (MCR) was developed. This MCR involved bio-mimetic reduction between 3,4-dihydropyridin-2-one and activated olefin, both of which were in situ generated in the Acylase Amano (AA)-catalyzed domino reaction starting from benzaldehyde, cyanoacetamide and ketone. A wide range of substituted benzaldehydes and ketones were accepted by this reaction. Both final products (pyridin-2-one derivatives and α-alkylated nitriles) were important skeletons and synthetic intermediates. The synthetic application of prepared α-alkylated nitrile was demonstrated by converting it into the corresponding α-alkyl-β2-amino acid with high yield.
Radiochemical 18F-fluoroarylation of unsaturated α-, β- and γ-amino acids, application to a radiolabelled analogue of baclofen
H?fling, Sarah B.,Hultsch, Christina,Wester, Hans-Jürgen,Heinrich, Markus R.
experimental part, p. 11846 - 11851 (2009/04/06)
Unsaturated α-, β- and γ-amino acids have been investigated as substrates for the reductive Meerwein arylation. Radical reactions of this type have been shown to be a valuable tool for the fast and efficient introduction of the 4-[18F]fluorophenyl group into precursor molecules allowing short-time syntheses of potential PET radiotracers, which would be more difficult to access by other methods.
