Palladium-catalyzed cross-coupling radical addition

Functionalized alkenyl diamino- and dialkoxyboranes have been produced regio-and stereoselectively through addition of carbon- or heteroatomgenerated from bromotrichloromethane, thiols, phosphines and tributyltin hydride) to ethynylbis(diisopropylamino)boranes. The synthetic utility of these reactions was illustrated by the preparation of stereodefmed (Z)- or ( )-alkenylboronic esters via palladium-catalyzed crossStille reaction and a Suzuki coupling under basic conditions can be further conducted (Scheme 9.14) [33]. 

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