Novel concepts in directed biaryl synthesis, IX: Synthesis and structure of benzonaphthopyranones, useful bridged model precursors for stereoselective biaryl syntheses
Please always quote using this URN: urn:nbn:de:bvb:20-opus-46635
- 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 spectroscopyA 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.…
Author: | Gerhard Bringmann, Thomas Hartung, Lothar Goebel, Olaf Schupp, Christian L. J. Ewers, Bernd Schoener, Rainer Zagst, Karl Peters, Hans Georg Von Schnering, Christian Burschka |
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URN: | urn:nbn:de:bvb:20-opus-46635 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Language: | English |
Year of Completion: | 1992 |
Source: | In: Liebigs Annalen der Chemie (1992), 3, S. 225 - 232. |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
GND Keyword: | Chemie |
Release Date: | 2010/07/07 |
Licence (German): | Deutsches Urheberrecht |