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Metallocene sulfoxides as precursors of metallocenes with planar chirality

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 349, Issue 4-5, Pages 493-507

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200600639

Keywords

chiral ligands; enantioselective catalysis; ferrocenes; lithiation; planar chirality; sulfoxides

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The preparation of metallocene sulfoxides and their ortho-diastereoselective functionalization are described. The applications of enantiopure 1,2- and 1,3-disubstituted metallocenes are reviewed, with special emphasis on the preparation of ligands for asymmetric catalysis. The sulfoxide functionality is a useful, traceless, chiral diastereoselective ortho-directing group, as explained in the article. It allows one to synthesize a wide range of enantiopure metallocenes with planar chirality and predictible configuration. Most of the examples are related to the ferrocene area.

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