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  • yes (3)

Is part of the Bibliography

  • yes (3)

Year of publication

  • 1992 (3)

Document Type

  • Journal article (2)
  • Conference Proceeding (1)

Language

  • English (2)
  • German (1)

Keywords

  • (± )-dioncophyllacine A (1)
  • Chemie (1)
  • Dioncophyllaceae (1)
  • Dioncophyllaceae leaves (1)
  • Triphyophyllum peltaturn (1)
  • naphthylisoquinoline alkaloids (1)
  • structure elucidation (1)

Author

  • Bringmann, Gerhard (3)
  • Burschka, Christian (3)
  • Schoener, Bernd (3)
  • Zagst, Rainer (3)
  • Assi, Laurent Ake (1)
  • Busse, Holger (1)
  • Ewers, Christian L. J. (1)
  • Goebel, Lothar (1)
  • Guessregen, Stefan (1)
  • Hartung, Thomas (1)
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Institute

  • Institut für Anorganische Chemie (3)

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Structure and dynamics of free and metallated benzonaphthopyranones and -pyrans (1992)
Burschka, Christian ; Bringmann, Gerhard ; Busse, Holger ; Guessregen, Stefan ; Schoener, Bernd ; Zagst, Rainer
First calculations of the structures of metal-free and complexed biaryl lactones and their confrrmation by X-ray crystaIlography, the search for the transition states of their heIimerization processes, and the spectroscopic determination of the heIimerization barriers of related cyclic ethers by DNMR are reported.
Novel concepts in directed biaryl synthesis, IX: Synthesis and structure of benzonaphthopyranones, useful bridged model precursors for stereoselective biaryl syntheses (1992)
Bringmann, Gerhard ; Hartung, Thomas ; Goebel, Lothar ; Schupp, Olaf ; Ewers, Christian L. J. ; Schoener, Bernd ; Zagst, Rainer ; Peters, Karl ; Von Schnering, Hans Georg ; Burschka, Christian
A practicable two-step procedure for the preparation of a series of lactone-type bridged biaryls 7 as favorable substrates for subsequent atropisomer-selective ring-opening reactions is described. Due to the efficiency of the coupling step, which tolerates even a telt·butyl group next to the biaryl axis and avoids problems of regioselectivity, a variety of differently substituted representatives is prepared. These cover a broad range of steric hindrance and thus molecular distortion. The structures are investigated mainly by NMR spectroscopy and X-ray diffraction, showing the lactones 7 to be helically distorted, depending on the size of the residues R.
+/- Dioncophyllacine A, a naphthylisoquinoline alkaloid with a 4-methoxy substituent from the leaves of Triphyophyllum peltatum (1992)
Bringmann, Gerhard ; Ortmann, Thomas ; Zagst, Rainer ; Schoener, Bernd ; Assi, Laurent Ake ; Burschka, Christian
The isolation and structure elucidation of rac-dioncophyllacine A from the leaves of Triphyophyllun peltatum, is described. Unlike all other naphthylisoquinoline alkaloids, this fully dehydrogenated representative has an additional methoxy group at C-4, the position of which is deduced from NOE results. Dioncophyllacine A has a 7,1' site of the biaryl axis, as in dioncophylline A. Its constitution is confirmed by an X-ray structure analysis, which shows that the crystalline form of this new alkaloid is racemic.
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