13151-34-3Relevant articles and documents
Co-catalyzed cross-coupling of alkyl halides with tertiary alkyl Grignard reagents using a 1,3-butadiene additive
Iwasaki, Takanori,Takagawa, Hiroaki,Singh, Surya P.,Kuniyasu, Hitoshi,Kambe, Nobuaki
supporting information, p. 9604 - 9607 (2013/07/26)
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 use of both 1,3-butadiene and LiI was essential for achieving high yields and high selectivities.
Pd-Catalyzed Cross-Coupling Reaction of Alkyl Tosylates and Bromides with Grignard Reagents in the Presence of 1,3-Butadiene
Terao, Jun,Naitoh, Yoshitaka,Kuniyasu, Hitoshi,Kambe, Nobuaki
, p. 890 - 891 (2007/10/03)
A new method for cross-coupling reaction of alkyl tosylates and bromides with Grignard reagents has been developed by the use of Pd(acac)2 or PdCl2 as the catalyst. Addition of 1,3-butadiene is essential to afford good yields of coupling products. This reaction proceeds efficiently at room temperature using primary and secondary alkyl and aryl Grignard reagents.
