Organic Chemistry Portal



Direct Dehydroxylative Coupling Reaction of Alcohols with Organosilanes through Si-X Bond Activation by Halogen Bonding

Masato Saito, Nobuya Tsuji, Yusuke Kobayashi and Yoshiji Takemoto*

*Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan, Email:

M. Saito, N. Tsuji, Y. Kobayashi, Y. Takemoto, Org. Lett., 2015, 17, 3000-3003.

DOI: 10.1021/acs.orglett.5b01290

see article for more reactions


The combination of a halogen bond donor with trimethylsilyl halide is an efficient cocatalytic system for a direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields.

see article for more examples

Key Words

benzylation, allylation

ID: J54-Y2015