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: kendoaoni.waseda.jp, tshibatawaseda.jp
K. Endo, T. Ohkubo, T. Ishioka, T. Shibata, J. Org. Chem., 2012, 77, 4826-4831.
DOI: 10.1021/jo3004293
Abstract
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