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Chemodivergent Synthesis of Multiborylalkanes via Deoxygenative Polyborylation of Silyl Enol Ethers
Wenke Dong1, Honghui Ma2, Wanxiang Zhao2
1College of Chemistry and Chemical Engineering, Zhoukou Normal University, Zhoukou, Henan 466001, P. R. China.
Abstract:
A cobalt-catalyzed, chemodivergent deoxygenative polyborylation strategy for silyl enol ethers has been developed, enabling selective synthesis of 1,1,1-triborylalkanes, 1,1,3-triborylalkanes, 1,1-diborylalkenes, and 1,1-diborylalkanes. Specifically, deoxygenative borylation with B2pin2 affords 1,1,1-triborylalkanes, 1,1,3-triborylalkanes, and 1,1-diborylalkenes, while the use of HBpin favors 1,1-diborylalkane formation. This protocol offers mild reaction conditions, a broad substrate scope, and high functional group tolerance. The utility and practicality of this method were demonstrated through gram-scale reactions and various product transformations. Mechanistic investigations revealed that all processes are initiated via the cobalt-catalyzed dehydrogenative and deoxygenative borylation of silyl enol ethers.
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