188656-24-8Relevant academic research and scientific papers
Highly regio- and enantioselective catalytic hydrogenation of enamides in conjugated diene systems: Synthesis and application of γ,δ-unsaturated amino acids
Burk, Mark J.,Allen, John G.,Kiesman, William F.
, p. 657 - 663 (1998)
An extremely efficient method has been found for the catalytic asymmetric hydrogenation of conjugated α,γ-dienamide esters using the Et-DuPHOS-Rh catalyst system. α,γ-Dienamide ester substrates were prepared via the Suzuki cross-coupling reaction and the
Ni(ii)-Catalyzed vinylic C-H functionalization of 2-acetamido-3-arylacrylates to access isotetronic acids
Das, Eshani,Mal, Dipakranjan,Roy, Avijit,Roy, Biswajit
supporting information, p. 3697 - 3706 (2020/06/03)
A ligand-free Ni(ii)-catalyzed cascade annulation reaction for the synthesis of 4-aryl-substituted isotetronic acids from 2-acetamido-3-arylacrylatesviavinylic C-H functionalization is reported. The reaction proceeds through heteroatom guided electrophilic insertion of nickel to the vinylic double bond followed by annulation with dibromomethane. This unconventional route features cascade steps, sole product formation, multiple functional group tolerance, low cost of catalysts and reagents, and readily available starting materials. Using this method, various aryl-substituted isotetronic acids have been synthesized which are biologically relevant. The annulation of 2-acetamido-3-arylacrylates has also been assessed with 1,2-dichloroethane, which resulted in the rearranged annulated products of 5-methyl substituted isotetronic acids.
Methods for the synthesis of dicarba bridges in organic compounds
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Page/Page column 124; 125, (2015/11/17)
The present invention relates to methods for forming dicarba bridges in organic compounds. This involves the use of a pair of complementary metathesisable groups on the organic compound, and subjecting the compound to cross-metathesis under microwave radiation conditions. In an alternative, the compounds contain a turn-inducing group between the pair of cross-metathesisable groups to facilitate the cross-metathesis.
Highly regio- And enantioselective synthesis of g,d-unsaturated amido esters by catalytic hydrogenation of conjugated enamides
Min, Gao,Jing-jing, Meng,Hui, Lv,Xumu, Zhang
supporting information, p. 1885 - 1887 (2015/02/19)
An efficient and highly regio- and enantioselective catalytic asymmetric hydrogenation of a,γ-dienamido esters to g,d-unsaturated amido esters has been achieved using Rh/ TangPhos as the catalyst. A series of γ,δ-unsaturated amido acids were furnished in excellent yields with up to 99%ee. This effective methodology was applied in the asymmetric synthesis of key intermediate of Ramipril, an ACE inhibitor.
RhIII-catalyzed oxidative olefination of vinylic C-H bonds: Efficient and selective access to Di-unsaturated α-amino acid derivatives and other linear 1,3-butadienes
Besset, Tatiana,Kuhl, Nadine,Patureau, Frederic W.,Glorius, Frank
supporting information; experimental part, p. 7167 - 7171 (2011/07/31)
Olefin(s) get-together! A RhIII-catalyzed oxidative cross-coupling of different olefins was developed, resulting in the formation of valuable linear butadiene products and especially di-unsaturated α-amino acid derivatives. 1,1-Di-, 1,2-di-, and 1,1,2-trisubstituted olefins could be coupled with styrenes and acrylates. In these reactions, remarkably high levels of chemo-, regio-, and stereoselectivity were obtained, rendering this a valuable synthetic tool. Copyright
Conotoxin analogues and methods for synthesis of intramolecular dicarba bridge-containing peptides
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Page/Page column 60; 19, (2010/11/28)
According to the present invention, there is provided a range of new conotoxin derivatives and methods for synthesizing these analogues and other intramolecular dicarba bridge-containing peptides, including dicarba-disulfide bridge-containing peptides.
A convenient cross-coupling route to α,β,γ,δ-unsaturated amino acids
Burk, Mark J.,Allen, John G.,Kiesman, William F.,Stoffan, Karen M.
, p. 1309 - 1312 (2007/10/03)
β-Bromoenamide esters are coupled stereospecifically to vinylboronic acids via a palladium-catalyzed Suzuki reaction. This cross-coupling proceeds under mild conditions with Pd(OAc)2 in 95% EtOH at 50°C and produces amino acids with 1,3-diene side chains in high yields.
