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Ru-Catalyzed Geminal Hydroboration of Silyl Alkynes via a New <i>gem</i>-Addition Mechanism

from Journal of the American Chemical Society

Ru-Catalyzed Geminal Hydroboration of Silyl Alkynes via a New gem-Addition Mechanism Journal of the American Chemical Society While 1,2-addition represents the most common mode of alkyne hydroboration, herein we describe a new 1,1-hydroboration mode. It is the first demonstration of gem-(H,B) addition to an alkyne triple bond. With the superior [CpRu(MeCN)3]PF6 catalyst, a range of silyl alkynes reacted efficiently with HBpin under mild conditions to form various synthetically useful silyl vinyl boronates with complete stereoselectivity and broad functional group compatibility.  READ MORE

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