Literature DB >> 19485322

IBiox[(-)-menthyl]: a sterically demanding chiral NHC ligand.

Sebastian Würtz1, Claudia Lohre, Roland Fröhlich, Klaus Bergander, Frank Glorius.   

Abstract

An exceedingly sterically demanding, rigid, and chiral NHC ligand, IBiox[(-)-menthyl] (1), was prepared and structurally characterized. With a buried volume of approximately 50%, this ligand arguably represents one of the most sterically demanding monodentate ligands. The ability to use aryl chloride substrates in intramolecular palladium-catalyzed alpha-arylations reveals its unique reactivity. Moreover, C(2)-symmetric 1 allows the highly enantioselective formation of oxindoles with up to 99% ee.

Year:  2009        PMID: 19485322     DOI: 10.1021/ja901018g

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

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