712352-08-4Relevant academic research and scientific papers
Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol
Davis, Colton R.,Luvaga, Irungu K.,Ready, Joseph M.
, p. 4921 - 4927 (2021/05/04)
Alkenyl boronates add to Ir(π-allyl) intermediates with high enantioselectivity. A 1,2-metalate shift forms a second C-C bond and sets a 1,3-stereochemical relationship. The three-component coupling provides tertiary boronic esters that can undergo multiple additional functionalizations. An extension to trisubstituted olefins sets three contiguous stereocenters.
Method for synthesizing chiral phosphite ligand based on R - 2 - phenylethylamine
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, (2021/10/27)
The invention discloses a method for synthesizing chiral phosphite ligand based on R - 2 -phenylethylamine. To the method, R - 2 -phenylethylamine is reacted with acetophenone to obtain the imine intermediate, and then is mixed with H. 2 Under
Development of Axially Chiral Cyclo-Biaryldiol Ligands with Adjustable Dihedral Angles
Zhang, Pengxiang,Yu, Jipan,Peng, Fei,Wu, Xudong,Jie, Jiyang,Liu, Can,Tian, Hua,Yang, Haijun,Fu, Hua
supporting information, p. 17477 - 17484 (2016/11/23)
A new type of axially chiral cyclo-[1,1′-biphenyl]-2,2′-diol (CYCNOL) ligands with adjustable dihedral angles have been developed by varying the bridge chain length. Eight-, nine- and ten-membered cyclo-ligands were prepared and evaluated by using two representative examples: enantioselective additions of diethylzinc to aldehydes and organometallic reagents to enones. The results revealed that the fine regulation of dihedral angles through variation of the bridge chain length was effective in the asymmetric synthesis.
Rapid identification of a scalable catalyst for the asymmetric hydrogenation of a sterically demanding aryl enamide
Lefort, Laurent,Boogers, Jeroen A. F.,Kuilman, Thijs,Vijn, Robert Jan,Janssen, John,Straatman, Harrie,De Vries, Johannes G.,De Vries, Andre H. M.
supporting information; experimental part, p. 568 - 573 (2011/07/08)
High throughput screening was used to find a cost-effective and scalable catalyst for the asymmetric hydrogenation of a sterically demanding enamide as an intermediate towards a new potent melanocortin receptor agonist useful in the treatment of obesity.
Efficient, selective, and green: Catalyst tuning for highly enatioselective reactions of ethylene
Smith, Craig R.,Rajanbabu
supporting information; experimental part, p. 1657 - 1659 (2009/04/10)
Fine tuning of the biaryl and amino moieties of Feringa's phosphoramidite ligands yields structurally simpler, yet more efficient and selective, ligands for asymmetric hydrovinylation of vinylarenes and acylic 1,3-dienes. The enantioselectivities and yields observed in the formation of the 3-arylbutenes are among the highest for all asymmetric catalytic processes reported to date for the synthesis of intermediates for the widely used antiinflammatory 2-arylpropionic acids including naproxen, ibuprofen, fenoprofen, and flurbiprofen.
Novel Compounds 679
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Page/Page column 12, (2008/12/08)
The invention provides compounds of formula (I), processes for their preparation, pharmaceutical compositions containing them, a process for preparing the pharmaceutical compositions, and their use in therapy, wherein R1, R2, R3
The development of an asymmetric Nicholas reaction using chiral phosphoramidite ligands
Ljungdahl, Natalie,Pera, Núria Parera,Andersson, Kristian H. O.,Kann, Nina
, p. 394 - 398 (2008/09/17)
An asymmetric version of the Nicholas reaction involving the use of chiral phosphoramidite ligands has been developed. Treatment of a cobalt carbonyl complexed propargylic alcohol with two equivalents of the chiral ligand, followed by reaction with a sily
Copper-catalyzed asymmetric conjugate addition of trialkylaluminium reagents to trisubstituted enones: Construction of chiral quaternary centers
Vuagnoux-D'Augustin, Magali,Alexakis, Alexandre
, p. 9647 - 9662 (2008/12/21)
Me3Al, Et1Al, and vinylalane species undergo enantioselective conjugate addition to a wide range of 2- or 3-substituted enones (cyclopent-2enones, cyclohex-2-enones, 3-methyl cyclohept-2-enone) in the presence of catalytic amount of copper salt (copper thiophene carboxylate, [Cu(CH3-CN)4]BF4 or [CuOTf]2· C6H6) and tropos-phosphoramidite-based ligand. Thus, chiral quaternary centers can be built, with up to 98% ee after rigorous optimization of experimental conditions. It was shown that the main important parameter was the order of the introduction of the reagents. Then, the generated enantioenriched aluminium enolates and the chiral conjugate adducts were functionalized and used for subsequent reactions.
Enantioselective copper-catalyzed conjugate addition to trisubstituted cyclohexenones: Construction of stereogenic quaternary centers
D'Augustin, Magali,Palais, Laeticia,Alexakis, Alexandre
, p. 1376 - 1378 (2007/10/03)
Trimethyl- and triethylaluminum undergo enantioselective conjugate addition to 3-and 2-substituted cyclohexenones in the presence of catalytic amounts of a Cu salt and a phosphoramidite ligand L* (see scheme). Thus, chiral quaternary centers can be built with up to 96.6% ee. Functionalized enones lead to bicyclic structures by a subsequent aldol reaction.
