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  • 1
    Electronic Resource
    Electronic Resource
    Tieffarbige Systeme mit Oxalsäurestruktur  -  eine Strukturkorrektur (1991)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 333 (1991), S. 555-559 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Deep Coloured Systems with Oxalic Acid Substructure-a Structural CorrectionBasing on a recent spectroscopic investigation the structure of earlier described deeply coloured systems derived from oxalic acid imidochlorides and thioacetamide has to be revised. Due to the poor solubility of these systems their spectroscopic characterization led to the misinterpretation as tetramethin-bridged thiazolines 1. By means of 1H-NOE-Difference-Spectroscopy of newly synthesized derivatives with lipophilic substituents a imidazolin-thion substructure 4 has been found. Such an arrangement of the heteroatoms clearly reflects a 1,3-rearrangement with participation of the oxalic acid system.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19913330406
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis and Structure of Tetraaryl Orthocarbonates from carbonimidic acid esters (1992)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 334 (1992), S. 95-97 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19923340120
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  • 3
    Electronic Resource
    Electronic Resource
    Furancarbonsäuren aus RinderharnProf. Dr. T. Gäumann zum 60. Geburtstag gewidmet (1985)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 68 (1985), S. 1635-1638 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Furancarboxylic Acids in Cattle UrineThe urine of cattle contains large amounts of furancarboxylic acids. The same acids were isolated from rats after feeding with methyl esters of the so-called F-acids. Since the F-acids were not detected in cattle-food, they must be produced somewhere in the body of cattle.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19850680616
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  • 4
    Electronic Resource
    Electronic Resource
    Structure and Stereochemistry of New Sesquiterpene Esters from Echinacea purpurea (L.) MOENCH. (Preliminary communication) (1985)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 68 (1985), S. 2355-2358 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The structure elucidation of four new constituents from the roots of Echinacea purpurea is described. They are shown to be cinnamoyl esters of sesquiterpene alcohols with a germacrane or a guaiane skeleton. First pharmacological results indicate immunological activities.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19850680831
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  • 5
    Electronic Resource
    Electronic Resource
    Asymmetric Diels-Alder Reaction of 1-Methoxybuta-1,3-diene with (2R)-N-Glyoxyloylbornane-10,2-sultam (1989)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 72 (1989), S. 482-486 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Starting from sultam 1, the chiral dienophile (2R)-N-glyoxyloylbornane-10,2-sultam (4) was readily prepared. Non-catalyzed atmospheric- and high-pressure as well as [Eu(fod)3]-promoted [4 + 2] cycloadditions of 1-methoxy-buta-1,3-diene (5) to chiral dienophile 4, leading with high asymmetric induction to 6-methoxy-3,6-dihydro-2H-pyran-2-yl derivatives 6-9, are described. The extent and direction of asymmetric induction in these reactions were established by 1H-NMR analysis and chemical correlation, respectively. Stereochemical models for both non-catalyzed and [Eu(fod)3]-promoted reactions are proposed.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19890720310
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  • 6
    Electronic Resource
    Electronic Resource
    Strukturaufklärung und Synthese bisher unbekannter Furancarbonsäuren aus Humanurin (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 813-821 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Identification and Synthesis of Previously Unknown Furancarboxylic Acids from Human UrineThe previously unknown di- and trisubstituted furan derivatives 5, 6, 7, 8, and 9 were isolated from human urine. These compounds are structurally related to the urofuranic acids 1 and 2 as well as the ‚F-acids‘ of Glass. Their structure was proved by synthesis.
    Notes: In Humanurin wurden die bisher unbekannten di- und trisubstituierten Furanderivate 5, 6, 7, 8 und 9 nachgewiesen. Sie sind strukturell mit den schon früher isolierten Urofuransäuren 1 und 2 sowie mit den „F-Säuren“ von Glass verwandt. Ihre Struktur wurde durch Synthese sichergestellt.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850417
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  • 7
    Electronic Resource
    Electronic Resource
    Synthese von Americanin-D (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 357-360 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of Americanin-DBy regioselective self-coupling with silver oxide as oxidant the 2,3-trans-2-phenylbenzofuran 8 was synthesized in good yield. Reduction of 8 led in an unambiguous way to americanin-D (rac-1). Synthetic and natural product were identical in every respect.
    Notes: Durch eine regioselektiv verlaufende Selbstkupplung von Kaffeesäure-ethylester (6) mit Silberoxid als Oxidationsmittel wurde in guter Ausbeute das 2,3-Trans-2-Phenylbenzofuranderivat 8 und durch dessen Reduktion Americanin-D (rac-1) auf eindeutigem Wege synthetisiert. Syntheseprodukt und Naturstoff waren in jeder Hinsicht miteinander identisch.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870334
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  • 8
    Electronic Resource
    Electronic Resource
    Zur stereoselektiven Synthese von 1-O-Alkyl-3-O-benzyl-sn-glycerolen und 1-O-Alkyl-2-O-methyl-3-O-β-D-glycosyl-sn-glycerolen (1991)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1991 (1991), S. 765-768 
    Details
    ISSN: 0170-2041
    Keywords: Lysoglycolipids, glyceryl ethers ; Stereoselective synthesis ; Koenigs-Knorr reaction ; Glyceryl ethers ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Stereoselective Synthesis of 1-O-Alkyl-3-O-benzyl-sn-glycerols and 1-O-Alkyl-2-O-methyl-3-O-β-D-glycosyl-sn-glycerolsStarting with D-mannitol, the yield of the synthesis of 3-O-benzyl-sn-glycerol (1) could be improved. The regioselective alkylation of 1 at the primary hydroxy group to the 1-O-alkyl-3-O-benzyl-sn-glycerols 3 was achieved by using the dibutylstannylene protecting group. The 1-O-alkyl-2-O-methyl-sn-glycerols 4, readily obtainable from 3, were successfully glycosylated under the conditions of the Koenigs-Knorr reaction to give 1-O-alkyl-2-O-methyl-3-O-β-D-glycosyl-sn-glycerols.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1991199101131
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  • 9
    Electronic Resource
    Electronic Resource
    Synthesis of Shikonin and Alkannin (1991)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1991 (1991), S. 1157-1164 
    Details
    ISSN: 0170-2041
    Keywords: Naphthoquinone ; Aldol addition ; (R)-Shikonin ; (S)-Alkannin ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomeric naturally occurring naphthoquinones shikonin [(R)-1] and alkannin [(S)-1] have been synthesized in a thirteen-step procedure in 44 to 65% e.e. The stereogenic centers of (R)-1 and (S) are created by the reaction of naphthaldehyde 3 with (R)- and (S)-2-hydroxy-1,2,2-triphenylethyl acetate (2), respectively. In order to find out a rationalization for the unexpectedly low diastereoselectivity in this aldol addition, a series of substituted aromatic aldehydes 12a-h has been treated with (R)-2.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1991199101199
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  • 10
    Electronic Resource
    Electronic Resource
    Spaltung der Sauerstoffbrücke in 8-Oxabicyclo[3.2.1]octan-3-onen und -oct-6-en-3-onen durch Trimethylsilyltrifluormethansulfonat (1987)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1987 (1987), S. 1-5 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Cleavage of the Oxygen Bridge in 8-Oxabicyclo[3.2.1]octan-3-ones and -oct-6-en-3-ones by Trimethylsilyl TrifluoromethanesulfonateThe 8-oxabicyclo[3.2.1]oct-6-en-3-ones 1a-c react with trimethylsilyl trifluoromethanesulfonate/triethylamine (TMSOTf/NEt3) to give tropones. The bicyclic compounds 5, hydrogenated at the 6,7-double bond, are cleaved by TMSOTf/NEt3 to form 1,6-bis(trimethylsiloxy)-1,3-cycloheptadienes 6 and the double bond isomers 7a, 8e. Cycloheptenones are obtained by methanolysis of the trimethylsilyl dienol ethers.
    Notes: Die 8-Oxabicyclo[3.2.1]oct-6-en-3-one 1a-c reagieren mit Trimethylsilyltrifluormethansulfonat/Triethylamin (TMSOTf/NEt3) zu Troponen. Aus den an der 6,7-Doppelbindung hydrierten Bicyclen 5 entstehen mit TMSOTf/NEt3 die 1,6-Bis(trimethylsiloxy)-1,3-cycloheptadiene 6 neben Doppelbindungsisomeren 7a, 8e. Durch Methanolyse der Trimethylsilyldienolether lassen sich Cycloheptenone gewinnen.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198719870102
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