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  • 1
    Electronic Resource
    Electronic Resource
    Synthese von (Trimethylstannyl)adamantan-Derivaten (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 565-574 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of (Trimethylstannyl)adamantane DerivativesReaction of brominated adamantane compounds with (trimethylstannyl)lithium afforded a series of (trimethylstannyl)adamantane derivatives. Additionally, we found products from fragmentation and reduction reactions which allowed conclusions concerning the mechanisms. Surprisingly high stereoselectivities were observed in most instances. By Wurtz synthesis we obtained 2-adamantyltriphenylstannane.
    Notes: Die Umsetzung bromierter Adamantanverbindungen mit (Trimethylstannyl)lithium lieferte eine Reihe von (Trimethylstannyl)adamantan-Derivaten. Wir fanden zusätzlich Fragmentierungs- und Reduktionsprodukte, die Rückschlüsse auf den Mechanismus zuließen. Überraschend ist die hohe Stereoselektivität der meisten Reaktionen. Durch Wurtz-Synthese wurde auch 2-Adamantyltriphenylstannan erhalten.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170212
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese und 13C-NMR-spektroskopische Untersuchungen von (Trimethylsilyl)adamantan-Derivaten (1984)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 117 (1984), S. 554-564 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Syntheses and 13C NMR Spectroscopic Investigations of (Trimethylsilyl)adamantane DerivativesReaction of brominated precursors with chlorotrimethylsilane and lithium in tetrahydrofuran and a trace of bromine afforded a number of silylated adamantanes. In addition to substitutions proceeding predominantly with inversion we found stereoselective reduction to the alcohols 16 and 17 if bromide 15 was used. The 13C NMR spectra of the compounds obtained were discussed in terms of intramolecular substituent interactions.
    Notes: Durch Umsetzung bromierter Ausgangsverbindungen mit Chlortrimethylsilan und Lithium in Tetrahydrofuran unter Zugabe einer kleinen Menge Brom erhielten wir eine Reihe siliciumhaltiger Adamantane. Neben einer unter weitgehender Inversion verlaufenden Substitution fanden wir auch im Falle der Reaktion mit dem Bromid 15 stereoselektive Reduktion zu den Alkoholen 16 und 17. Die erhaltenen Verbindungen wurden 13C-NMR-spektroskopisch untersucht, wobei besonderes Augenmerk auf die Auswirkungen intramolekularer Substituentenwechselwirkungen gelegt wurde.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19841170211
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  • 3
    Electronic Resource
    Electronic Resource
    Chiral recognition of epoxides by 1H NMR spectroscopy in the presence of a chiral dirhodium complex (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 9 (1997), S. 601-603 
    Details
    ISSN: 0899-0042
    Keywords: Mosher's acid ; 1H NMR ; epoxides ; chiral recognition ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: It was found that the oxirane ring is a functional group amenable to chiral discrimination by dirhodium-MTPA complexes. Considerable signal shifts up to 0.7 ppm are observed for 1H nuclei close to the rhodium atoms in the complex. In analogy to previously reported olefins, this method appears to be comparable to the use of chiral lanthanoid shift reagents. Chirality 9: 601-603, 1997. ©1997 Wiley-Liss, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Syntheses and CD studies of 5α-cholesteno[3,2-d]-, -[2,3-d]- and -[3,4-d]pyrimidinesDedicated to Professor Dr. Harald Tschesche on the occasion of his 60th birthday. (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 889-896 
    Details
    ISSN: 0947-3440
    Keywords: Cholestenopyrimidines ; Circular dichroism ; Quadrant rule of cholestenopyrimidines ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Syntheses of 5α-cholesteno[3,2-d]- (5a), [2,3-d]- (12a), and [3,4-d]pyrimidines (15a) have been achieved by using hydroxymethylene derivatives of relevant cholestanones prepared from cholesterol (1). Their CD spectra exhibit at least three Cotton effects between 300 to 200 nm, a first CD band around 290, a second one around 260 and a third one around 220 nm. A quadrant rule is developed and applied to the determination of the sign of the first CD band, while a helicity rule is applicable to the third CD band. The first band is positive in the [3,2-d] series, whereas it is negative in the [2,3-d] and the [3,4-d] series. The third band is negative in all three series.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199505130
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  • 5
    Electronic Resource
    Electronic Resource
    Syntheses and CD studies of optically active substituted 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1861-1869 
    Details
    ISSN: 0947-3440
    Keywords: Lofendazam analogues ; 1,5-Benzodiazepines ; Circular dichroism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A route to optically active variously substituted 4-methyl- and 4-methyl-7-substituted 1,3,4,5-tetrahydro-2H-1,5-benzo-diazepin-2-ones as analogues of commercially available Lofendazam (7-chloro-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one, 1) was developed. Fortyone variously substituted optically active compounds having the same configuration were prepared and the UV and CD spectra of the parent compounds bearing no additional substitution in the benzene ring are discussed.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199510261
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  • 6
    Electronic Resource
    Electronic Resource
    Chiral recognition of selenides and iodides by 1H NMR spectroscopy in the presence of a chiral dirhodium complex (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 9 (1998), S. 471-474 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chiral recognition of aryl alkyl selenides and alkyl iodides can be achieved by 1H NMR spectroscopy in the presence of dirhodium tetra-(R)-or tetra-(S)-α-methoxy-α-(trifluoromethyl)-phenylacetate [Rh2(MTPA)4, 1]. Generally, these classes of compounds are weak donors and fail when using the classical chiral lanthanoid shift reagent. Alkyl bromides do not show similar effects. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:471-474, 1998
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    Syntheses and CD studies of new cholesteno[4,3-d]- and -[7,6-d]pyrimidinesDedicated to Professor Dr. Richard R. Schmidt on the occasion of his 60th birthday. (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1871-1876 
    Details
    ISSN: 0947-3440
    Keywords: Cholestenopyrimidines ; Circular dichroism ; Quadrant rule of cholestenopyrimidines ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The syntheses of 5α- and 5β-cholest-3-eno[4,3-d]pyrimidines (7) and (7′) could be achieved by using the hydroxymethylene derivative of cholestan-4-one (5) prepared from cholesterol (1). Their 2′-derivatives 7a-7d and 7′a-7′c were also synthesized. 5α-Cholest-6-eno[7,6-d]pyrimidine (13) was prepared by the reaction of 5α-cholestan-7-one (12) with tris-(formylamino)methane. The CD spectra exhibit at least three Cotton effects between 300 and 210 nm, a first CD band around 290, a second one around 260, and a third one around 220 nm. An earlier developed quadrant rule can be applied to the determination of the sign of the first CD band, while the suggested helicity rule allows prediction of the third CD band.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199510262
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  • 8
    Electronic Resource
    Electronic Resource
    Unusual Formation of 2-Aryl-7,7-dimethyl-6,8-epidiseleno-5,6,7,8-tetrahydro-5-quinazolones (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1585-1588 
    Details
    ISSN: 1434-193X
    Keywords: Selenium ; Selenious acid oxidation ; 77Se-NMR spectroscopy ; 2,3-Diselenabicyclo[3.2.1]octanes ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The selenious acid oxidation of 2-aryl-7,7-dimethyl-5,6,7,8-tetrahydro-5-quinazolones 2a-c leads to the corresponding 2-aryl-7,7-dimethyl-6,8-epidiseleno-5,6,7,8-tetrahydro-5-quinazolones 3a-c. This is the first observation of the formation of an intramolecular unsymmetrical diselenide by selenious acid oxidation and reports the first derivatives of the new ring system 2,3-diselenabicyclo[3.2.1]octane.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Crystal and Molecular Structure of Ambrosin and Damsin, sesquiterpene lactone isolates of Ambrosia maritima L (1988)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 330 (1988), S. 182-190 
    Details
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Ambrosia maritima L. growing wild in central Sudan contained substantial amounts of two principal sesquiterpene lactones, ambrosin and damsin. 1H, 13C-n.m.r.'s and X ray crystal analyses of these are discussed.Much interest and published results on the sesquiterpene plant isolates [1 - 9], the pseudoguiano-lides, ensued from their pharmacological (eg. mollusicidal) activity of the compositae family and in particular the Ambrosinae. From the genus Ambrosia (Compositae, Heliantheae, subtribe Ambro-sinae) several pseudoguianolides (eg. ambrosonolides) were isolated [7 - 12]. Recently, two pseudo-guianolides, damsin and ambrosin were isolated from A. Maritima L. sp. and other six more of these lactones were reported to occur in this species [4].The structures of these compounds were exclusively established through 1H- and 13C-n.m.r. studies which in certain cases were by no means conclusive [4].
    Additional Material: 6 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19883300204
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  • 10
    Electronic Resource
    Electronic Resource
    Zur Prins-Reaktion von Lumihecogeninacetat (1981)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1981 (1981), S. 546-564 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: 14β-Hydroxysteroids, II.  -  The Prins Reaction of Lumihecogenin AcetatePhotochemical rearrangement of hecogenin acetate (1) into the unsaturated aldehyde 5 followed by a Prins reaction leads efficiently to the 14β-hydroxysteroids 7a and 10a. The configuration of 7a, 10a, and 9a at C-13 and C-14 has been determined by chemical correlation and spectroscopically (1H-NMR, 13C-NMR, CD).
    Notes: Durch photochemische Umlagerung von Hecogeninacetat (1) zum ungesättigten Aldehyd 5 und anschließende Prins-Reaktion sind die 14β-Hydroxysteroide 7a und 10a bequem zugänglich. Die Konfiguration an C-13 und C-14 bei 7a, 10a und 9a wurde chemisch und mit Hilfe spektroskopischer Methoden (1H-NMR, 13C-NMR und CD) abgeleitet.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198119810320
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