17448-50-9Relevant academic research and scientific papers
Deoxycholic acid-derived biaryl phosphites as versatile and enantioselective ligands in the rhodium-catalyzed conjugate addition of arylboronic acids to nitroalkenes
Jumde, Varsha R.,Iuliano, Anna
, p. 3475 - 3483 (2013/12/04)
A highly enantioselective conjugate addition of arylboronic acids to cyclic as well as acyclic aromatic and aliphatic nitroalkenes is presented. The rhodium complexes obtained from deoxycholic acid-derived binaphthyl and flexible biphenyl phosphites showed good activity as well as very high enantioselectivity (ee up to 99%) in the conjugated addition even in the presence of challenging substrates such as 1-nitrocyclohexene or aliphatic acyclic nitroalkenes. Copyright
New method for the preparation of 2-aryl-and 2-heteroarylcyclohexanones. Synthesis of 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole
Santos, Roberto P.,Lopes, Rosangela S. C.,Lopes, Claudio C.
, p. 845 - 848 (2007/10/03)
2-Aryl- and 2-heteroarylcyclohexanones were prepared through 1,4-addition of lithiated species to 1-nitro-1-cyclohexene followed by Nef reaction in good yields. As a synthetic application of this method, 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole was synthesized.
Efficient Conjugate Alkylation of α,β-Unsaturated Nitro Olefins by Triorganoalanes
Pecunioso, Angelo,Menicagli, Rita
, p. 45 - 49 (2007/10/02)
Both trialkylaluminum (AlR3; R = Et, i-Bu) and triorganoaluminum etherates (AlR3*OEt2; R = Et, i-Bu, Ph) rapidly react with α,β-unsaturated nitro olefins to give only 1,4-monoalkylated products in high yields.The natures of substrates, the reaction conditions as well as the reagents molar ratio, do not cause significant variations on the recovered products.
The Structures of Nitronate Salts in Solution as Determined by (13)C and (1)H N.m.r. Spectroscopy
Bowman, W. Russ,Golding, Bernard T.,Watson, William P.
, p. 731 - 736 (2007/10/02)
The (13)C and (1)H n.m.r. spectra of a series of nitroalkanes and their nitronate anions in the solvents dimethyl sulphoxide and methanol are recorded and assigned.In methanol, the resonance of the α-carbon atom of nitronates appears at ca. 10 p.p.m. to lower field than in dimethyl sulphoxide.This observation is explained by postulating a solvent-dependence of charge distribution in nitronate anions, such that in methanol, hydrogen-bonding causes a higher electron density to reside on the oxygen atoms of the anions.This supports a similar suggestion previously made using other spectroscopic techniques.The influence of temperature and the nature of the metallic counter-ion on the (13)C n.m.r.spectra of the nitronates is described.A deshielding effect of the nitronate grouping on neighbouring protons is used to deduce the preferred conformation of nitronate anions.The axial conformation is favoured for 2-methyl- and 2-phenyl-cyclohexane nitronate anion.
