62860-43-9Relevant academic research and scientific papers
A chiral ligand mediated aza-conjugate addition strategy for the enantioselective synthesis of β-amino esters that contain hydrogenolytically sensitive functionality
Archer, Robert M.,Hutchby, Marc,Winn, Caroline L.,Fossey, John S.,Bull, Steven D.
, p. 8838 - 8847 (2015/10/20)
Aza-conjugate addition of the lithium anion of N-trimethylsilyl-p-methoxybenzylamine to tert-butyl enoate acceptors, in the presence of a stoichiometric amount of enantiopure 1,2-dimethoxy-1,2-diphenylethane and excess trimethylsilyl chloride, affords ter
Catalytic asymmetric bromine-lithium exchange: A new tool to build axial chirality
Perron, Quentin,Alexakis, Alexandre
supporting information; experimental part, p. 2611 - 2620 (2011/01/05)
We present here the first catalytic desymmetrization of the 2,2′,6,6′-tetrabromobiphenyl 1 and analogues, by a bromine-lithium exchange catalyzed by either diamines or diether derivatives (0.5 equiv.), yielding axially chiral compounds in high yield (up to 89%) and high enantioselectivity (up to 82%).
Reductive coupling of aromatic dialkyl acetals using the combination of zinc and chlorotrimethylsilane in the presence of potassium carbonate
Hatano, Bunpei,Nagahashi, Keita,Habaue, Shigeki
, p. 1418 - 1419 (2008/03/14)
The treatment of aromatic acetals with zinc and chlorosilane in the presence of potassium carbonate in toluene brought about facile and effective reductive coupling to give the corresponding coupling products. Copyright
Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines
Wyatt, Paul,Hudson, Andrew,Charmant, Jonathan,Orpen, A. Guy,Phetmung, Hirihattaya
, p. 2218 - 2232 (2008/02/04)
Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.
"Cation pool" method based on C-C bond dissociation. Effective generation of monocations and dications
Okajima, Masayuki,Suga, Seiji,Itami, Kenichiro,Yoshida, Jun-Ichi
, p. 6930 - 6931 (2007/10/03)
The "cation pools" of alkoxyarylcarbenium ions were effectively generated by the oxidative C-C bond dissociation using low temperature electrolysis. The present method is especially effective for the generation and accumulation of dications, which react with carbon nucleophiles. Copyright
Enantioselective catalysis CXXI [1]: Chiral phosphane ligands with additional oxygen functionalities
Brunner,Ru?ckert
, p. 339 - 354 (2007/10/03)
New optically active phosphane ligands with additional ether and hydroxy functionalities were synthesied and used as sources of enantio-selectivity in the Ni-catalyzed cross coupling reaction of 1-phenylethyl Grignard and vinylbromide and in the Pd-catalyzed allylation of 1,5-dimethylbarbituric acid with allyl acetate.
Design, synthesis, and application of a C2 symmetric chiral ligand for enantioselective conjugate addition of organolithium to α,β-unsaturated aldimine
Shindo, Mitsuru,Koga, Kenji,Tomioka, Kiyoshi
, p. 9351 - 9357 (2007/10/03)
A C2 symmetric chiral diether ligand, (1R,2R)-1,2-dimethoxy-1,2- diphenylethane, was designed and synthesized on the basis of the concept of an asymmetric oxygen atom. Mediated by the chiral diether, high enantioselectivities were achieved in conjugate addition of organolithiums to naphthaldehyde imine and cyclic and acyclic α,β-unsaturated aldimines. The absolute configuration of the product is predictable by the model.
Rearrangement of trans-stilbene into diphenylacetaldehyde acetals induced by direct anodic oxidation
Ogibin, Yu. N.,Ilovaisky, A. I.,Nikishin, G. I.
, p. 2089 - 2092 (2007/10/03)
Direct anodic oxidation of trans-stilbene in lower alcohols and in some other solvents in the presence of KF or Bu4NBF4 is accompanied by its electrooxidatve rearrangement into diphenylacetaldehyde acetals; a competing reaction yields 1,2-dialkoxy-1,2-diphenylethanes. - Keywords: trans-stilbene; electrooxidation; rearrangement.
1,2-Bis-(trialkylsilyl)ethanes: Synthons for vicinal dications?
Porter, John M.,Xuan, Xiangyang,Blackman, Burchelle,Hsu, Daniel,Fry, Albert J.
, p. 7147 - 7150 (2007/10/03)
Anodic oxidation of 1,2-bis-(trimethylsilyl)-1,2-diphenylethane in methanol affords a 65:35 mixture of 1,2-dimethoxy-1,2-diphenylethane (dl:meso = 10:1 and diphenylacetaldehyde dimethylacetal. The results can be interpreted in terms of a 1,2-diaryl-2-methoxyethyl cation, which can undergo either nucleophilic attack by solvent or rearrangement to a 2,2-diaryl-1-methoxyethyl cation. Experiments testing the generality of the reaction are described.
