Borylation of Alkenyl Carbamates by Means of Sodium Metal

Treatment of alkenyl carbamates with sodium dispersion and a co-existing boron electrophile affords alkenylboronates via the reductive cleavage of the vinylic C-O bond. The key to this borylation is an instant trapping of reactive organosodium species with the co -existing boron electrophile.

Automated summary

Treatment of alkenyl carbamates with sodium dispersion and a co-existing boron electrophile leads to the formation of alkenylboronates through the reductive cleavage of the vinylic C-O bond, facilitated by the instant trapping of reactive organosodium species.