Organic Chemistry Portal



Cross Coupling between sp3-Carbon and sp3-Carbon Using a Diborylmethane Derivative at Room Temperature

Kohei Endo*, Takahiro Ohkubo, Takafumi Ishioka and Takanori Shibata*

*Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo, 169-8555, Japan, Email:,

K. Endo, T. Ohkubo, T. Ishioka, T. Shibata, J. Org. Chem., 2012, 77, 4826-4831.

DOI: 10.1021/jo3004293


The Suzuki-Miyaura cross-coupling reaction between a diborylmethane derivative and allyl halides or benzyl halides proceeded efficiently in the presence of an appropriate Pd-catalyst at room temperature. The present approach provides functionalized homoallylboronates and alkylboronates with excellent regio- and chemoselectivities.

see article for more examples

Chemoselective Suzuki Coupling of Diborylmethane for Facile Synthesis of Benzylboronates

K. Endo, T. Ohkubo, T. Shibata, Org. Lett., 2011, 13, 3368-3371.

Key Words

Suzuki Coupling, alkylboronates, benzylation, allylation

ID: J42-Y2012-1550