Monohydroboration of substituted 1,3-diynes with an -heterocyclic carbene borane (NHC-borane) occurs under radical conditions using an azo initiator, such as ACCN and AIBN, and a thiol as a polarity-reversal catalyst. The reaction is highly regio- and stereoselective and provides stable NHC-()-alkynylalkenylboranes.

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http://dx.doi.org/10.1021/acs.orglett.0c04284DOI Listing

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