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Abstract

The hydroboration of internal alkynes with pinacolborane as the reagent catalyzed by [Cp*RuCl]₄ results in good to excellent levels of regio‐ as well as stereoselectivity, provided that the triple bond bears one linear and one singly‐branched substituent. In such cases, the reaction follows an unusual trans‐addition mode and places the boron entity distal to the branching point. The resulting alkenyl boronates, which are difficult to make otherwise, can be engaged in numerous enabling downstream processes.