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  • Chemistry  (5)
  • Furyl epoxide  (1)
  • Phosphazene base  (1)
  • chiral 1,5-bisnitrogen ligands  (1)
  • chiral gas chromatography  (1)
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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Rapid Communications in Mass Spectrometry 4 (1990), S. 500-502 
    ISSN: 0951-4198
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Physics
    Notes: The mass spectral fragmentation of 2-adamantanone has been investigated using its specifically labelled monodeuterated derivatives (in positions 1-, 4-exo-, 4-endo-, 5- and 6-) and dideuterated derivatives (in positions 4,4- and 6,6-). The mass spectrum of 2-adamantanone is generally poor in fragments showing the molecular ion as the base peak, the characteristic m/z 117, 104, 93, 91, 80, 79, 72, 67 and 53 fragments, as well as an unusual loss of water. The mass spectra of deuterated compounds favours the assumption of hydrogen randomization prior to the fragmentation of the molecular ion. In contrast, the formation of [C4H8O]+·, m/z 72 does not involve any major hydrogen scrambling.
    Additional Material: 1 Ill.
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  • 2
    ISSN: 0899-0042
    Keywords: chiral 1,5-bisnitrogen ligands ; homogeneous asymmetric cyclopropanation ; copper(I) complexes ; enantioselectivity ; chiral gas chromatography ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Optically active enamines of 2-(2′-pyrido)acetophenone or 2-(2′-quinolino)acetophenone with (R)-1-phenylethylamine, (R)-1-(1-naphthyl)ethylamine, (R)-cyclohexylethylamine, and (R)-phenylglycinol were prepared and their copper(I) complexes used in the enantioselective cyclopropanation of styrene with ethyl- and menthyldiazoacetate. Enantioselectivities of up to 42% enantiomeric excess were obtained for cis/trans 2-phenylcyclopropan-1-carboxylic acid ethyl esters, as determined by gas-liquid chromatography (GLC) on chiral chromatographic columns. © 1995 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 17 (1981), S. 169-171 
    ISSN: 0030-4921
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Carbon-13 NMR spectral data for a series of symmetrical 2,6-disubstituted adamantanes (O=, CH2=, CH3, OH, OCOCH3) are presented. The substituent effects on 13C chemical shifts are additive, except for carbons 2 and 6 in 2,6-adamantanedione. The non-additivity of the substituent effect in the diketone can be interpreted in terms of a through-space interaction of the carbonyl π-electrons; the additivity in the other derivatives indicates that there is no appreciable interaction between the substituents.
    Additional Material: 3 Tab.
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  • 4
    ISSN: 1434-193X
    Keywords: Asymmetric synthesis ; Phosphazene base ; Pyridyl epoxide ; Furyl epoxide ; Pyridyl alcohol ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ---trans-1-(2-Pyridyl)-, trans-1-(3-pyridyl)-, trans-1(2-furyl)-, and trans-1(3-furyl)-2-phenyl epoxides with enantiomeric purities ranging from 96.8 to 99.8% [in favor of the (+, EtOH)-isomer] are obtained in two steps from pure (R,R,R)-oxathiane which is recovered (85-90%) and reused. The chiral bidentate ligand 2-phenyl-(S)-1-(2-pyridyl)ethanol with 99.6% ee was obtained in three steps and 67% overall isolated yield.
    Additional Material: 1 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 31 (1993), S. 903-905 
    ISSN: 0749-1581
    Keywords: 13C NMR ; 2-Methylene-d2-adamantane derivatives ; Deuterium isotope shifts ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Deuterium isotope effects on 13C NMR chemical shifts, (2H/1H)nΔ(13C), of 2-methylene-d2-adamantane, 4-methylene-d2-2-adamantanone and 6-methylene-d2-2-adamantanone are presented. Long-range effects (4Δ, 5Δ and 6Δ) in a range from 5 to - 23 ppb were observed. The results for 5Δ and 6Δ are explained in terms of cross-ring field effects resulting from the change of dipole due to deuterium substitution.
    Additional Material: 1 Tab.
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