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Updated: Jan 23, 2026
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Published on: May 11, 2017
trans-Hydroboration of Propargyl Alcohol Derivatives and Related Substrates
Lauren E Longobardi1, Alois Fürstner1
1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim/Ruhr, Germany.
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.
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