Co-Catalyzed Cross-Coupling of Alkyl Halides with Tertiary Alkyl Grignard Reagents Using a 1, 3-Butadiene Additive

…, H Takagawa, SP Singh, H Kuniyasu…

Index: Iwasaki, Takanori; Takagawa, Hiroaki; Singh, Surya P.; Kuniyasu, Hitoshi; Kambe, Nobuaki Journal of the American Chemical Society, 2013 , vol. 135, # 26 p. 9604 - 9607

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Citation Number: 30

Abstract

The cobalt-catalyzed cross-coupling of alkyl (pseudo) halides with alkyl Grignard reagents in the presence of 1, 3-butadiene as a ligand precursor and LiI is described. Sterically congested quaternary carbon centers could be constructed by using tertiary alkyl Grignard reagents. This reaction proceeds via an ionic mechanism with inversion of stereochemistry at the reacting site of the alkyl halide and is compatible with various functional groups. The ...