219967-72-3Relevant 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.
Synthesis of 2-substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and their derivatization utilizing the sonogashira coupling reaction in the enantioselective synthesis of α-substituted β-amino acids
Diaz-Sanchez, Blanca R.,Iglesias-Arteaga, Martin A.,Melgar-Fernandez, Roberto,Juaristi, Eusebio
, p. 4822 - 4825 (2008/02/05)
(Chemical Equation Presented) A convenient, one-pot procedure for the synthesis of 1-benzoyl-2(S)-substituted-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones by tandem decarboxylation/β-iodination of the corresponding 6-carboxy-perhydropyrimidin-4-ones was devel
(S)-β3-homolysine- and (S)-β3-homoserine-containing β-peptides: CD spectra in aqueous solution
Abele, Stefan,Guichard, Gilles,Seebach, Dieter
, p. 2141 - 2156 (2007/10/03)
For further structural studies and for physiological investigations of β-peptides, it is necessary to have H2O-soluble derivatives. Thus, we have prepared β-hexa-, β-hepta-, and β-nonapeptides (1-6) with two, three, and seven side chains of lys
