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  • Phosphorus
  • Synthetic methods
  • Wiley-Blackwell  (46)
  • American Meteorological Society
  • Blackwell Publishing Ltd
  • Springer Nature
  • 1985-1989  (31)
  • 1960-1964  (15)
  • 1
    ISSN: 0570-0833
    Keywords: Metallo-ene reaction ; Ene reaction ; Synthetic methods ; Catalysis ; Natural products ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Metallo-ene reactions, hardly recognized until very recently, have experienced a breathtaking development when applied in an intramolecular sense. Efficient regio- and stereoselective magnesium-ene cyclizations have served as a cornerstone for numerous syntheses of structurally diverse natural products (e.g., sesquiterpenes of marine or plant origin, alkaloids, fragrances, insect defense compounds, and a fungitoxin). A brilliant example is the synthesis of the elusive odorant (+)-khusimone which outshines 20 years of work in the field of tricyclovetivane synthesis. Palladium-, platinum-, and nickel-catalyzed versions of the metallo-ene reaction are in a comparatively early stage of exploration, but, nevertheless, reveal intriguing potential. Hence an almost 100% stereospecific C—O→C—;Pd-→ C—C chirality transfer permits simple and selective, cis- or trans-annelation processes. The mild cyclization conditions are compatible with various functional groups, such as nitrogen moieties, which offer interesting perspectives for the preparation of heterocycles (e.g., alkaloids) difficult to obtain by other methods. Carbon monoxide insertion reactions of the cyclized σ-metal intermediates were shown to afford annelated cyclopentanones and cyclopentenones with concomitant stereocontrolled formation of four carbon-carbon bonds. These and other observations, highlighted in this article, provide a platform for further extensions and applications of this powerful method in organic synthesis.
    Additional Material: 11 Tab.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 1 (1962), S. 8-21 
    ISSN: 0570-0833
    Keywords: Addition ; Immonium ions ; Isocyanides ; Amino acids ; Synthetic methods ; Alkylidene ammonium ions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The α-addition of immonium ions and anions (OH-, SeH-, S2O3 2-, N3- NCO- NCS-, R—CO2 -, RO—CO2-) to isonitriles, accompanied by secondary reactions provides a means for the one-stage synthesis of organic nitrogen compounds starting with two to five different components. Thus, by the condensations of amines (ammonia, primary, and secondary aliphatic and aromatic amines, hydrazines) and aldehydes or ketones with isonitriles and acids, a number of α-aminocarboxylic acid amides, thioamides, selenoamides, 1,5-disubstituted retrazoles, hydantoin imides, thiohydantoin imides, α-acylamino carboxylic acid amides, oligopeptide derivatives, β-lactams, derivatives of penicillanic acid, urethanes, diacylimides, and various hydrazine derivatives, can be prepared. The reactions are easily carried out and take place under mild conditions. Yields of more than 90% are frequently encountered.
    Additional Material: 4 Tab.
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  • 3
    ISSN: 0570-0833
    Keywords: Amides ; Azolides ; Synthetic methods ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 1 (1962), S. 617-621 
    ISSN: 0570-0833
    Keywords: Isocyanates ; Phosphorus ; Silicon ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Several aminoaryl esters of phosphoric and thiophosphoric acids were prepared by the reaction of phosphorus pentahalides with nitrophenols, followed by catalytic hydrogenation, or by treating aminophenols with phosphorus trihalides and oxidation to pentavalent phosphorus. These amino esters were then converted into isocyanato esters by the action of phosgene. Isocyanates of phosphonates have been synthetized on the same principle, as well as via the Arbusov reaction of halogen-substituted isocyanates with trialkyl phosphites. The reaction of silicon halides or alkylhalogenosilanes with aminophenols yielded aminoaryl esters of silicic acid or its derivatives, which could also be treated with phosgene to convert them into isocyanato esters.
    Type of Medium: Electronic Resource
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  • 5
    ISSN: 0570-0833
    Keywords: Michael addition ; Pyridinium salts ; Synthetic methods ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: By Michael addition of the active methylene groups in pyridinium salts onto suitable acceptor compounds, α-pyridones, substituted pyridines, particularly pyridinecarboxylic acids and pyridylpyridines, including the minor alkaloid of tobacco nicotelline and annelized pyridines, can be prepared by a simple procedure and generally in good yields. From the Michael adducts, polycyclic aromatic hydrocarbons, e.g. substituted fluoranthenes and “bisfluoranthenes” can be prepared; internal Michael addition leads to pyrrolinopyrdinium salts. For example, Michael addition of pyridinium salts onto quinones gives phenacyl substituted quinones, from which benzofurans and cinnolines can be readily obtained.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 1 (1962), S. 652-656 
    ISSN: 0570-0833
    Keywords: β-Chloroethanephosphonic dichloride ; Phosphorus ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Ethylene, phosphorus trichloride, and oxygen react together to give β-chloroethylphosphonic dichloride in good yields. Being a bifunctional acid chloride, this compound undergoes polycondensation reactions with other, at least bifunctional, compounds affording polyesters, polyamides, epoxy resins, etc. β-Chloroethylphosphonic dichloride also may be converted into vinylphosphonic dichloride, thus serving as a starting material for the preparation of vinylphosphonic acid and its derivatives. These undergo both homopolymerization and copolymerization with compounds containing olefinic double bonds. The products are used in the field of synthetic resins, for dressing textiles, and as protective surface coatings.
    Additional Material: 1 Tab.
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  • 7
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 2 (1963), S. 24-29 
    ISSN: 0570-0833
    Keywords: 3-Aminoquinazol-4-one ; 3-Aminobenzotriazin-4-one ; Quinazolones ; Benzotriazinones ; Synthetic methods ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Among the derivatives of 3-aminoquinazol-4-one and 3-aminobenzotriazin-4-one are compounds with narcotic, sedative, analgetic, and muscle-relaxant properties. Of special interest are compounds with one or several urethane groups and those substituted in the 3-position by a morpholine moiety.
    Additional Material: 4 Tab.
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 2 (1963), S. 225-238 
    ISSN: 0570-0833
    Keywords: Pyridinium salts ; Synthetic methods ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: This review discusses syntheses leading to a new type of N-vinylpyridinium salts, to novel anionocyanines, to aminophenazines and alloxazines, as well as to (aza-) dehydroquinolizinium, acridizinium, and morphanthridizinium salts. In addition, Mannich reactions and aminoalkylations at active methylene groups of cycloimmonium salts, and their reactions with amines are treated. The possibilities offered by the “Ortoleva-King” reaction are demonstrated using numerous examples, such as a new route leading to the yohimbine skeleton.
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  • 9
    ISSN: 0570-0833
    Keywords: Tetradentate ligands ; P ligands ; Arsenic ligands ; Phosphorus ; Arsenic ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The effect of ligand shape on coordination numbers and geometry of coordination compounds has been studied using two tetradentate ligands containing phosphorus and arsenic. These tend to form five-coordinate complexes with trigonal bipyramidal structure [Fe(II), Co(I), Co(II), Rh(I), Ni(II), Pd(II), Pt(II)], but can also form six-coordinate complexes with octahedral structure [Fe(II), Ru(II), Os(II), Co(III), Rh(III), Pd(IV), Pt(IV)]. The magnetic properties and the stereochemistry of the complexes are explained by ligand field theory which predicts that, for metal ions with d6-electronic configuration, a low overall field strength should favor the formation of five-coordinate paramagnetic complexes while a high overall field strength should favor the formation of six-coordinate diamagnetic complexes. - This work provides further indication that the tendency of polydentate ligands to use all the potential donor atoms is not as pronounced as is generally believed. This is shown by the isolation of chromium(III) complexes in which the tetradentate ligands are, in fact, acting as tridentate, and by the isolation of mercury(II) complexes where only two of the four donor atoms of the polydentate ligand are actually bonded to the central metal atom.
    Additional Material: 9 Ill.
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  • 10
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 26 (1987), S. 15-23 
    ISSN: 0570-0833
    Keywords: Monosaccharides ; Synthetic methods ; Carbohydrates ; Heptoses ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The evolution of a strategy to synthesize the title compounds is described. Three principal developments allowed realization of this goal: (1) the attainment of high margins of diastereofacial selectivity and regioselectivity in the construction of pyranoid systems via the Lewis acid-catalyzed cyclocondensation reaction of activated dienes and aldehydes; (2) the exploitation of stereoselective reactions for functionalization of the pyranoid matrix; and (3) the discovery of stereoselective reactions for extending the chiral biases of pyranoid systems to newly emerging stereogenic centers on side chains. The coordination of these components in the synthesis of target systems of high biological interest is described.
    Additional Material: 18 Ill.
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