Research groupsKirschning group
Research -Methodology (SynMeth)

The chemistry of hypervalent halides

In the years 1998 and 1999 we reported on the preparation of a new class of electrophilic halonium reagents, which are obtained by iodine(III)-mediated oxidation of bromide and iodide. The resulting haloate(I)-complexes can be further diversified by ligand exchange. These reagents show a large synthetic versatility.  

with G. Sourkouni-Argirusi, Org. Lett. 2000, 2, 3781-3784.

with S. Luiken, J. Org. Chem. 2008, 73, 2018-2020.

with H. Monenschein et al. Angew. Chem. 1999, 111, 2720-2722.

with J. Jaunzems, Angew. Chem.  Int. Ed. 2003, 42, 1166-1170.


The stereocontrolled palladium catalyzed umpolung allylation utilizes diboranes to yield intermediate allylboranes that directly react with aldehydes. Stereocontrol is best achieved when chiral aldehydes are employed. with A. Kipke, K.-U. Schöning Eur. J. Org. Chem. 2017, 46, 6906–6913.


Our concept of the asymmetric formylation of aldehydes is based on dissecting the C-C bond forming process and the establishment of the newly formed stereogenic center. This is achieved by Horner-Wittig olefination of the aldehyde followed by Sharpless asymmetric dihydroxylation of the intermediate O,O-ketene acetal. with G. Dräger & A. Jung, Angew. Chem. 1997, 109, 253-255. with H. Monenschein, et al. Chem. Eur. J. 1999, 5, 2270-2280.