General Synthesis of Trialkyl- and Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis
Ryosuke Shishido, Minami Uesugi, Rikuro Takahashi, Tsuyoshi Mita, Tatsuo Ishiyama, Koji Kubota* and Hajime Ito*
*Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan,
Email: kbt
eng.hokudai.ac.jp, hajitoeng.hokudai.ac.jp
R. Shishido, M. Uesugi, R. Takahashi, T. Mita, T. Ishiyama, K. Kubota, H. Ito, J. Am. Chem. Soc., 2020, 142, 14125-14133.
DOI: 10.1021/jacs.0c03011
see article for more reactions
Abstract
Silylboranes are nucleophilic silylation reagents that can be activated by transition-metal catalysts or bases. Rh- and Pt-catalyzed direct borylations of hydrosilanes with bis(pinacolato)diboron enable the synthesis of trialkylsilylboranes that bear bulky alkyl groups as well as functionalized dialkylarylsilylboranes that are difficult to synthesize via conventional methods using alkali metals.
see article for more examples
Key Words
ID: J48-Y2020
