291286-47-0Relevant academic research and scientific papers
Effective synthesis of bicyclodienes via palladium-catalyzed asymmetric allylic alkylation and ruthenium-catalyzed cycloisomerization
Havare, Nizam
, p. 1445 - 1462 (2021/01/05)
[n.3.0]Bicycles (n = 3-6) can be synthesized using palladium-catalyzed asymmetric allylic alkylation followed by rutheniumcatalyzedcycloisomerization.Newtypesoftriarylphosphino-1,2-diaminooxazolineligandsshowthesamehighlevelsofenantioselectivity observed with Trost ligand when employed in Pd-catalyzed allylic alkylation reactions. The enyne products of these allylic alkylation reactions were further elaborated using a Ru-catalyzed redox isomerization process, for which a mechanism is proposed.
A containing halogen light active 2 - oxo - 1, 3 - oxazine compounds and its preparation method and application
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Paragraph 0048; 0049, (2017/08/23)
The invention discloses a 2-carbonyl-1,3-oxazine compound and a preparation method therefor and application thereof. The structural formula of the 2-carbonyl-1,3-oxazine compound is shown in a formula II. The preparation method comprises: carrying out a reaction on a compound shown in a formula I and N-bromoacetamide (or 1,3-dibromo-5,5-dimethyl hydantoin) under the action of a scandium trifluoromethanesulfonate/monophosphine ligand. The photoactive 2-carbonyl-1,3-oxazine compound provided by the invention can be used for conveniently obtaining compounds containing 1,3-hydroxylamine structures and functionalized heterocyclic compounds through further conversion reactions, and meanwhile, a bromine atom can be introduced into the reaction. The functional groups can be further converted. Other functional groups are introduced, so that the compound has huge application value. According to the method provided by the invention, raw materials are easily synthesized, the reaction condition is mild, the operation is simple and convenient, the region selectivity is high, the enantioselectivty can reach up to over 99%, and the output reaches up to 72%. The formulae are shown in the description.
Perfluoroaryl Azide Staudinger Reaction: A Fast and Bioorthogonal Reaction
Sundhoro, Madanodaya,Jeon, Seaho,Park, Jaehyeung,Ramstr?m, Olof,Yan, Mingdi
supporting information, p. 12117 - 12121 (2017/09/07)
We report a fast Staudinger reaction between perfluoroaryl azides (PFAAs) and aryl phosphines, which occurs readily under ambient conditions. A rate constant as high as 18 m?1 s?1 was obtained between methyl 4-azido-2,3,5,6-tetrafluorobenzoate and methyl 2-(diphenylphosphanyl)benzoate in CD3CN/D2O. Furthermore, the iminophosphorane product was stable toward hydrolysis and aza-phosphonium ylide reactions. This PFAA Staudinger reaction proved to be an excellent bioothorgonal reaction. PFAA-derivatized mannosamine and galactosamine were successfully transformed into cell-surface glycans and efficiently labeled with phosphine-derivatized fluorophore-conjugated bovine serum albumin.
Cyclic decapeptide gramicidin S derivatives containing phosphines: Novel ligands for asymmetric catalysis
Guisado-Barrios, Gregorio,Mu?oz, Bianca K.,Kamer, Paul C. J.,Lastdrager, Bas,Van Der Marel, Gijs,Overhand, Mark,Vega-Vázquez, Marino,Martin-Pastor, Manuel
supporting information, p. 1973 - 1978 (2013/05/22)
The cyclic peptide gramicidin S was used as a rigid template to provide novel peptide-based bisphosphine ligands for transition metal catalysis. Two bisphosphine-coordinated Rh(i) complexes allowed asymmetric hydrogenation with 10-52% ee and the corresponding Pd(ii) analogues catalysed asymmetric allylic alkylation with 13-15% ee. The Royal Society of Chemistry 2013.
PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS
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Page/Page column 26, (2010/06/13)
A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.
Neutral trichlorooxorhenium(V) complexes containing new heterofunctionalized phosphane ligands of the type PN2 and PNO
Correia, Joao D. G.,Domingos, Angela,Santos, Isabel
, p. 1523 - 1529 (2007/10/03)
The new heterofunctionalized phosphane [(1R,2R)-N-(2-aminocyclohexyl)]- 2-(diphenylphosphanyl)benzamide (L1), N(2-aminoethyl)-2- (diphenylphosphanyl)benzamide (L2) and 2-(diphenylphosphanyl)-N-(2- hydroxyethyl)benzamide (L3) were synthesized by reaction of N-[2- (diphenylphosphanyl)benzoyloxy]succinimide (3) in dichloromethane with (1R,2R)(-)-diaminocyclohexane, ethylenediamine and ethanolamine, respectively. Reactions of [Re(O)Cl4]- with L1, L2 and L3, at a 1:1 metal/ligand molar ratio gave neutral trichlorooxorhenium(V) complexes of the type [Re(O)Cl3[κ2-L}] [L = L1 (4), L2 (5), L3 (6)]. The characterization of the compounds involved IR, 1H- and 31P-NMR spectroscopy, and X-ray crystallographic analysis for L1, 5 and 6. The Re atom: is six-coordinate in complexes 4-6, with an oxo ligand, three chloride ligands and a neutral bidentate heterofunctionalized phosphane ligand.
