75056-76-7Relevant academic research and scientific papers
A multicomponent Ni-, Zr-, and Cu-catalyzed strategy for enantioselective synthesis of alkenyl-substituted quaternary carbons
McGrath, Kevin P.,Hoveyda, Amir H.
supporting information, p. 1910 - 1914 (2014/03/21)
The availability of enantiomerically enriched carbonyl-containing compounds is essential to the synthesis of biologically active molecules. Since catalytic enantioselective conjugate addition (ECA) reactions directly generate the latter valuable class of molecules, the design and development of such protocols represents a compelling objective in modern chemistry. Herein, we disclose the first solution to the problem of ECA of alkenyl groups to acyclic trisubstituted enones, an advance achieved by adopting an easily modifiable and fully catalytic approach. The requisite alkenylaluminum reagents are synthesized with exceptional site- and/or stereoselectivity by a Ni-catalyzed hydroalumination process, and the necessary enones are prepared through a site- and stereoselective zirconocene-catalyzed carboalumination/acylation reaction. The all-catalytic procedure is complete within four hours, furnishing the desired products in up to 77 % overall yield and 99:1 enantiomeric ratio. One-two-three punch: Ni-catalyzed alkyne hydroalumination, Zr-catalyzed alkyne carbometalation/acylation, and Cu-catalyzed enantioselective conjugate addition are combined for accessing acyclic organic molecules that contain an alkene-substituted quaternary carbon stereogenic center. The entire process takes less than four hours and affords products in up to 77 % overall yield and 99:1 enantiomeric ratio. Copyright
QUINONE COMPOUNDS AND THEIR USES FOR THE TREATMENT OF CANCER
-
Page/Page column 20; 21, (2014/02/16)
Quinone Compounds and Their Uses for the Treatment of Cancer Quinone compounds having useful therapeutic activity such as anticancer activity, and compositions comprising such compounds, are described. The use of such compounds and compositions in the tre
Synthesis and structural revision of (±)-laurentristich-4-ol
Chen, Pinhong,Wang, Junhua,Liu, Kun,Li, Chaozhong
, p. 339 - 341 (2008/09/17)
(Chemical Equation Presented) The structure of tetracyclic natural sesquiterpene laurentristich-4-ol was revised based on its synthetic studies. The proposed and the revised structures of laurentristich-4-ol were both synthesized with SmI2-mediated ketyl radical cyclization as the key step to construct the spirocyclic ether skeleton.
Multistep Reversible Redox Systems, LXIII. 2,5-Disubstituted N,N'-Dicyanoquinone Diimines (DCNQIs) - Syntheses, and Redox Properties
Huenig, Siegfried,Bau, Robert,Kemmer, Martina,Meixner, Hubert,Metzenthin, Tobias,et al.
, p. 335 - 348 (2007/10/03)
Quinones 1a-q and DCNQIs 2a-g have been synthesized in order to investigate substituent effects.It was necessary to employ novel synthetic routes for the introduction of iodine into 1f (7), the trifluoromethyl group into 1g-i, deuterium into 1m-p, and esp
A zirconocene-coupling route to substituted poly(p- phenylenedienylene)s: Band Gap tuning via conformational control
Lucht, Brett L.,Mao, Shane S. H.,Tilley, T. Don
, p. 4354 - 4365 (2007/10/03)
A series of substituted poly(p-phenylenediyne)s (1a-f) was synthesized by the palladium-catalyzed cross-coupling condensation of terminal dialkynylalkanes with substituted diiodobenzenes. Polymerizations were conducted with 1,4-diiodo-5-hexoxy-2-methoxybe
Triplex-directed interstrand DNA cross-linking by diaziridinylquinone- oligonucleotide conjugates
Reed, Michael W.,Wald, Ansel,Meyer, Rich B.
, p. 9729 - 9734 (2007/10/03)
Triplex-forming oligonucleotides (TFOs) bind in the major groove to specific double-helical DNA sequences and have been shown to inhibit the function of targeted genes. Diaziridinylquinones are bifunctional alkylating agents that can form interstrand cros
Cation Radicals as Intermediates in Aromatic Halogenation with Iodine Monochloride: Solvent and Salt Effects on the Competition between Chlorination and Iodination
Hubig, S. M.,Jung, W.,Kochi, J. K.
, p. 6233 - 6244 (2007/10/02)
Three distinct classes of substitutional reactivity can be discerned in the halogenation of a series of methyl-substituted methoxybenzenes (ArH) with iodine monochloride (ICl), namely, exclusive iodination, exclusive chlorination, and mixed iodination/chlorination.Spectral studies establish the prior formation of the charge-transfer complex which suffers electron transfer to afford the reactive triad .+,I.,Cl(-)> according to Scheme 1.Separate reactivity studies show that chlorination and iodination can result from the quenching of the aromatic cation radical by chloride and iodine (atom), respectively.Iodination versus chlorination thus represents the competition between radical-pair and ion-pair collapse from the reactive triad, and it is predictably modulated by solvent polarity and added salt.
