19035-04-2Relevant academic research and scientific papers
Ruthenium-Catalyzed Urea Synthesis Using Methanol as the C1 Source
Kim, Seung Hyo,Hong, Soon Hyeok
, p. 212 - 215 (2016)
An unprecedented protocol for urea synthesis directly from methanol and amine was accomplished. The reaction is highly atom-economical, producing hydrogen as the sole byproduct. Commercially available ruthenium pincer complexes were used as catalysts. In addition, no additive, such as a base, oxidant, or hydrogen acceptor, was required. Furthermore, unsymmetrical urea derivatives were successfully obtained via a one-pot, two-step reaction.
Coordination of Chiral Amines to Coordinatively Unsaturated Cp*Ir-Amino Acid Complexes Allows Determination of Enantiomeric Purity
Grotjahn, Douglas B.,Joubran, Camil
, p. 745 - 752 (1995)
Coordinatively unsaturated complexes of the Cp*Ir fragment to the dianion of N-tosylamino acids combine with chiral amines in a highly diastereoselective fashion, such that metallacycle substituents R (amino acid side chain) and Cp* are cis.Observation of
Diels-Alder Reaction of Chiral Acrylamide and a Convenient Synthesis of Optically Pure Methyl (3R, 4R, 6R)-Bicycloheptene-4-carboxylate
Kishikawa, Keieki,Yamamoto, Makoto,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 1623 - 1624 (1988)
Asymmetric Diels-Alder reaction of the chiral acrylamide 1 proceeds highly diastereoselectively and methanolysis of the adduct 2 gives the optically pure (3R, 4R, 6R)-bicycloheptene-4-carboxylate.
Oxovanadium(v)-catalyzed amination of carbon dioxide under ambient pressure for the synthesis of ureas
Moriuchi, Toshiyuki,Sakuramoto, Takashi,Matsutani, Takanari,Kawai, Ryota,Donaka, Yosuke,Tobisu, Mamoru,Hirao, Toshikazu
, p. 27121 - 27125 (2021/08/24)
Carbon dioxide is regarded as a reliable C1 building block in organic synthesis because of the nontoxic, abundant, and economical characteristics of carbon dioxide. In this manuscript, a commercially available oxovanadium(v) compound was demonstrated to serve as an efficient catalyst for the catalytic amination of carbon dioxide under ambient pressure in the synthesis of ureas. The catalytic transformation of chiral amines into the corresponding chiral ureas without loss of chirality was also performed. Furthermore, a gram-scale catalytic urea synthesis under ambient pressure was successfully achieved to validate the scalability of this catalytic activation of carbon dioxide. This journal is
Enantiopure Amidinate Complexes of the Rare-Earth Elements
Brunner, Tobias S.,Benndorf, Paul,Gamer, Michael T.,Kn?fel, Nicolai,Gugau, Katharina,Roesky, Peter W.
, p. 3474 - 3487 (2016/11/06)
The synthesis of the new chiral amidine (S,S)-N,N′-bis(1-phenylethyl)pivalamidine ((S)-HPETA) and its corresponding lithium salt (S)-LiPETA are reported, and their solid-state structures were investigated by single-crystal X-ray diffraction. Depending on the stoichiometric ratio and the ion radius of the rare-earth metal, the reaction of (S)-LiPETA with anhydrous lanthanide trihalides (Ln = Sc, Y, La, Nd, Sm, Lu) afforded mono-, bis-, and tris(amidinate) complexes. The mono(amidinate) compound [{(S)-PETA}LaI4Li2(thf)4], the bis(amidinate) complexes [({(S)-PETA}2Ln-μ-Cl)n] (Ln = Sc, Y, Nd, Sm, Lu), and the tris(amidinate) compound [{(S)-PETA}3Y] were isolated and structurally characterized by single-crystal X-ray diffraction. For the bis(amidinate) compounds, either monomeric or chloro-bridged dimeric structures were observed in the solid state. Furthermore, chiral bis(amidinate)-amido and -alkyl complexes [{(S)-PETA}2Ln{E(SiMe3)2}] (E = N, Ln = Y; E = CH, Ln = Sc, Y, Lu) were synthesized by salt metathesis and their catalytic activity and enantioselectivities were investigated in hydroamination/cyclization reactions. All of these compounds showed very good catalytic activity, and all of the investigated substrates were converted regiospecifically into their corresponding cyclic products under mild reaction conditions within good reaction times. The lutetium alkyl compound combined a high activity with good enantioselectivity.
Asymmetrische Katalyse. IV. Hydrosilylierung von Acetophenon mit Pyrrolin-2,5-dion/modifizierten 2-Katalysatoren
Tillack, Annegret,Michalik, Manfred,Fenske, Dieter,Goesmann, Helmut
, p. 85 - 92 (2007/10/02)
The reaction of dichloromaleimides with optically active amines affords chiral pyrrolin-2,5-diones.The diamines are 13C-NMR-spectroscopically characterized.In addition, the molecular structure of 1-(R)-menthyl-3-(R)-menthylamino-4-phenylamino-pyrrolin-2,5
Aldol Addition Reaction of Chiral Acetylurea and a Convenient Synthesis of Optically Pure Methyl β-Alkyl-β-hydroxypropionate
Kishikawa, Keiki,Yamamoto, Makoto,Kohmoto, Shigeo,Yamada, Kazutoshi
, p. 787 - 790 (2007/10/02)
The aldol addition reaction of chiral acetylurea with aldehydes diastereoselectively gives β-alkyl-β-hydroxypropionylureas (3 and 4) and the methanolysis of the adducts 3 and 4, separated perfectly by conventional column chromatography on silica gel, give
