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Andrea Kühling

Bio: Andrea Kühling is an academic researcher from University of Bonn. The author has contributed to research in topics: 1,3-Dipolar cycloaddition & Acetal. The author has an hindex of 2, co-authored 2 publications receiving 67 citations.

Papers
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TL;DR: In this article, the initially formed N-phenylnitrone-intermediates are converted by a tandem reaction (cycloaddition, Cope rearrangement, retro-Michael addition, and indolization) to 2-vinylindoles.

55 citations

Journal ArticleDOI
TL;DR: Stereoselective Synthesis of Taxane Derivatives as mentioned in this paper used a variant of the de Mayo reaction with bicyclononenones 4 and cyclohexen produced the desired configuration at C(8) of the taxane framework.
Abstract: Stereoselective Synthesis of Taxane Derivatives Substituted racemic 4,8,12-trinortaxanes were prepared stereoselectively in several steps from the dienone 10. A variant of the de Mayo reaction with bicyclononenones 4 and cyclohexen produced the desired configuration at C(8) of the taxane framework. Retro-aldol cleavage of the tetracycle 5 led to the taxane skeleton 6. Stereoselective reduction followed by treatment with base afforded 7b. Hydrolysis of the acetal group and further reduction yielded 9 in which the relative configuration corresponds to the one of the natural products.

16 citations


Cited by
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TL;DR: This work presents a de novo branching cascades approach wherein simple primary substrates follow different cascade reactions to create various distinct molecular frameworks in a scaffold diversity phase, highlighting the immense potential of cascade reactionsto deliver compound libraries enriched in structural and functional diversity.
Abstract: Generating diverse structures with a minimum amount of synthetic effort is an important goal for drug discovery. Here, the authors report a two-phase synthesis for the generation of skeletally diverse small molecules—forming molecular scaffolds and subsequently diversifying each into multiple structures.

264 citations

Journal ArticleDOI
TL;DR: The nitrones obtained are key intermediates for the synthesis of biologically important nitrogen compounds and will provide the strategies and means for the construction of nitrogen compounds.
Abstract: Nitrones are important compounds and are highly useful in many aspects. The first part describes the methods for synthesis of nitrones, which are useful and environmentally friendly. Catalytic oxidations, condensations, and other useful reactions are described. The nitrones thus obtained are key intermediates for the synthesis of biologically important nitrogen compounds. The second part describes the fundamental transformations of nitrones, which will provide the strategies and means for the construction of nitrogen compounds. The reactions with nucleophiles or radicals, C–H functionalization, and various addition reactions are described. The last reactions are particularly important for highly selective carbon—carbon bond formations. 1,3-Dipolar cycloaddition reactions are excluded because the size of the review is limited and excellent reviews have been published in Chemical Reviews.

137 citations