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KIRSCHNING GROUP

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Latest publications

 

E. Geist, A. Kirschning, T. Schmidt:

sp 3-sp 3 Coupling reactions in the synthesis of natural products and biologically active molecules

Nat. Prod. Rep. 2014, 31, 441-448.

highlight-npr-graphabstr350.jpgThis Highlight covers the current status of relatively unexplored sp3–sp3 cross-coupling reactions with particular focus on natural product and related syntheses.

 

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K. Harmrolfs, L. Mancuso, B. Drung, F. Sasse, A. Kirschning:

Preparation of new alkyne-modified ansamitocins by mutasynthesis

Beilstein J. Org. Chem. 2014, 10, 535-543.

abstact-ansamytocyc-alkyen-graphabstr-revised350.jpgThe preparation of alkyne-modified ansamitocins by mutasynthetic supplemen-tation of Actinosynnema pretiosum mutants with alkyne-substituted amino-benzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cyclo addition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansami- tocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3.

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A. Weber, R. Dehn, N. Schläger, B. Dieter, A. Kirschning:

Total Synthesis of the Antibiotic Elansolid B1

Org. Lett. 2014, 16, 568-571.

elansolid-abstract-350-px.jpgThe antibiotic elansolid B1 was prepared by a convergent strategy that relied on a highly diastereoselective, biomi- metic intramolecular Diels − Alder cycloaddition (IMDA) that furnished the tetrahydroindane unit. Other key features are a double Sonogashira cross-coupling and a substrate- controlled Yamamoto aldol reaction.

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