In situ formation of alkenyl- and alkynylboranes for Diels-Alder reactions by boron-silicon exchange with alkenyl- and alkynylsilanes
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abstract
A variety of alkenylsilanes underwent transmetallation with BBr3 to afford the corresponding alkenyldibromoboranes in solution. Similarly, the transmetallation of alkynylsilanes with BCl3 afforded alkynyldichloroboranes, A number of the alkenyl- and alkynylboranes are novel and useful Diels-Alder dienophiles. An ionic mechanism for the transmetallation is proposed. 1997 Elsevier Science S.A.