Synfacts 2008(8): 0827-0827  
DOI: 10.1055/s-2008-1078559
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Suzuki Coupling of Unactivated Alkyl Halides

Contributor(s): Hisashi Yamamoto, Marina Naodovic
B. Saito, G. C. Fu*
Massachusetts Institute of Technology, Cambridge, USA
Further Information

Publication History

Publication Date:
23 July 2008 (online)

Significance

Nickel catalysts have been shown to be efficient promoters of the cross-coupling reactions of secondary halides. In this case, the authors have successfully expanded the nickel-catalyzed Suzuki coupling reaction to unactivated homobenzylic halides. In addition, the reactions are carried out in a highly enantioselective fashion under mild conditions. The main advantages of this methodology are broad substrate scope, clean conversion and the use of a commercial ligand that provides the products with high enantio­selectivity.