Direct dehydroxylative coupling reaction of alcohols with organosilanes through Si–X bond activation by halogen bonding
M Saito, N Tsuji, Y Kobayashi, Y Takemoto - Organic letters, 2015 - ACS Publications
M Saito, N Tsuji, Y Kobayashi, Y Takemoto
Organic letters, 2015•ACS PublicationsThe combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be
an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with
various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the
corresponding adduct in moderate to excellent yields. Detailed control experiments and
mechanistic studies revealed that the XB interaction was crucial for the reaction. The
application of this coupling reaction is also described.
an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with
various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the
corresponding adduct in moderate to excellent yields. Detailed control experiments and
mechanistic studies revealed that the XB interaction was crucial for the reaction. The
application of this coupling reaction is also described.
The combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields. Detailed control experiments and mechanistic studies revealed that the XB interaction was crucial for the reaction. The application of this coupling reaction is also described.
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