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4. Boron‐Based Enantiomerism.

Author

Braun, Manfred

Subjects
*ENANTIOMERS, *ENANTIOMERIC purity, *BORON compounds, *RACEMIC mixtures, *RACEMIZATION, *ASYMMETRIC synthesis
Abstract

Boron‐based enantiomerism is fragile due to the inherent tendency of a dissociation of a ligand from tetra‐coordinate chiral boron complexes under formation of the achiral tri‐coordinate species. This review will present the different approaches in overcoming the inherent tendency of racemization in boron‐stereogenic compounds. When embedded in an environment of chiral ligands or substituents, configurationally stable boron stereogenic centers can form in a diastereoselective manner. Compounds incorporating boron as the exclusive stereogenic center are obtained by resolution of the racemic mixtures. The recently developed – much more efficient – methods of a catalytic, enantioselective creation of boron stereogenic compounds are highlighted in this review. Finally the chiroptical properties of enantiomerically pure boron complexes that makes them promising materials or devices are addressed. [ABSTRACT FROM AUTHOR]

Published
2024
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9. Fluid-Structure Interaction of Propellers

Author

Neugebauer, Jens, Abdel-Maksoud, Moustafa, Braun, Manfred, Gladwell, G.L.M., editor, Moreau, R., editor, Engelbrecht, J., editor, Freund, L.B., editor, Kluwick, A., editor, Moffatt, H.K., editor, Olhoff, N., editor, Tsutomu, K., editor, Campen, D. van, editor, Zheng, Z., editor, and Kreuzer, Edwin, editor

Published
2008
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15. I

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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16. H

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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17. F

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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18. G

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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19. D

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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20. E

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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21. C

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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22. B

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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23. V

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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24. Z

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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25. T

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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26. R

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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27. W

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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28. S

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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29. A

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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30. P

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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31. O

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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32. N

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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33. K

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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34. M

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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35. L

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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38. A cyclic-RGD-BioShuttle functionalized with TMZ by DARinv 'Click Chemistry' targeted to αvβ3 integrin for therapy

Author

Klaus Braun, Manfred Wiessler, Rüdiger Pipkorn, Volker Ehemann, Tobias Bäuerle, Heinz Fleischhacker, Gabriele Müller, Peter Lorenz, Waldemar Waldeck

Subjects
Medicine
Abstract

Clinical experiences often document, that a successful tumor control requires high doses of drug applications. It is widely believed that unavoidable adverse reactions could be minimized by using gene-therapeutic strategies protecting the tumor-surrounding healthy tissue as well as the bone-marrow. One new approach in this direction is the use of “Targeted Therapies” realizing a selective drug targeting to gain effectual amounts at the target site, even with drastically reduced application doses. MCF-7 breast cancer cells expressing the αvβ3 [alpha(v)beta(3)] integrin receptor are considered as appropriate candidates for such a targeted therapy. The modularly composed BioShuttle carrier consisting of different units designed to facilitate the passage across the cell membranes and for subcellular addressing of diagnostic and/or therapeutic molecules could be considered as an eligible delivery platform. Here we used the cyclic RGD-BioShuttle as a carrier for temozolomide (TMZ) at the αvβ3 integrin receptor realizing local TMZ concentrations sufficient for cell killing. The IC50 values are 12 µMol/L in the case of cRGD-BioShuttle-TMZ and 100 µMol/L for underivatized TMZ, which confirms the advantage of TMZ reformulation to realize local concentrations sufficient for cell killing.Our paper focuses on the design, synthesis and application of the cRGD-BioShuttle conjugate composed of the cyclic RGD, a αvβ3 integrin-ligand, ligated to the cytotoxic drug TMZ. The ligation was carried out by the Diels Alder Reaction with inverse electron demand (DARinv).

Published
2010

41. U

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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42. Beschäftigung und Umweltschutz

Author

Braun, Manfred, Wanke, Andreas, Schriftenreihe der Kommission für die Erforschung des sozialen politischen Wandels in den neuen Bundesländern e. V. (KSPW), Bertram, Hans, editor, Leibfried, Stephan, editor, Nickel, Hildegard Maria, editor, Niedermayer, Oskar, editor, Trommsdorff, Gisela, editor, Kühl, Jürgen, editor, and Schenk, Sabine, editor

Published
1994
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46. Stereoselective Domino Heck‐Suzuki Reactions.

Author

Braun, Manfred

Subjects
*HECK reaction, *SUZUKI reaction, *STEREOCHEMISTRY, *DOUBLE bonds, *COUPLING reactions (Chemistry), *PALLADIUM
Abstract

Palladium catalysis enables efficient and versatile domino reactions that are initiated by an intramolecular Mizoroki‐Heck reaction and then terminated by a Suzuki‐Miyaura coupling. The stereochemistry of this cascade is concerned under three aspects: Firstly, as stereoselective formation of carbon−carbon‐double bonds, when the initial carbometalation occurs at an alkyne moiety. Secondly as diastereoselective and thirdly enantioselective formation of stereogenic carbon centers when the intramolecular Heck step is directed to an alkene moiety. Valuable protocols lead to – otherwise not easily accomplished – stereo control in the formation of tri‐ and tetra‐substituted double bonds according to the first conception. The diastereoselective versions permit the formation of multiple stereocenters in mono‐ and polycycles. Enantioselective protocols were developed only recently. The fact that the newly created stereocenters are highly‐substituted, tertiary or quaternary ones, makes the methods that are presented in this review useful and versatile tools in synthesis. [ABSTRACT FROM AUTHOR]

Published
2023
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48. J

Author

Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, Schweitzer, Gerhard, Braun, Manfred, Giese, Thomas, Hüttermann, Ulrich, Krattenmacher, Rolf, and Schweitzer, Gerhard

Published
1993
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