Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity

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Minuth, Tobias; Boysen, Mike M. K.: Bis(oxazolines) based on glycopyranosides - Steric, configurational and conformational influences on stereoselectivity. In: Beilstein Journal of Organic Chemistry 6 (2010), 23. DOI: http://dx.doi.org/10.3762/bjoc.6.23

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Sum total of downloads: 131




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Abstract: 
In previous studies we found that the asymmetric induction of bis(oxazolines) based on D-glucosamine strongly depended on the steric demand of the 3-O-substituents. To further probe the impact of the 3-position of the pyranose scaffold, we prepared 3-epimerised and 3-defunctionalised versions of these ligands as well as a 3-O-formyl derivative. Application of these new ligands in asymmetric cyclopropanation revealed strong steric and configurational effects of position 3 on asymmetric induction, further dramatic effects of the pyranose conformation were also observed.
License of this version: CC BY 2.0 Unported
Document Type: Article
Publishing status: publishedVersion
Issue Date: 2010
Appears in Collections:Naturwissenschaftliche Fakultät

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pos. country downloads
total perc.
1 image of flag of Germany Germany 74 56.49%
2 image of flag of United States United States 24 18.32%
3 image of flag of China China 9 6.87%
4 image of flag of Vietnam Vietnam 4 3.05%
5 image of flag of Indonesia Indonesia 3 2.29%
6 image of flag of France France 3 2.29%
7 image of flag of Switzerland Switzerland 3 2.29%
8 image of flag of Algeria Algeria 2 1.53%
9 image of flag of Iran, Islamic Republic of Iran, Islamic Republic of 1 0.76%
10 image of flag of India India 1 0.76%
    other countries 7 5.34%

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