For 10 points, name this anti-Markovnikov addition to alkenes of the element with atomic number 5.
Either pyridine complexes or potassium bifluoride can be used in this reaction to form the monoadduct instead of a polysubstituted product. A common reagent for this reaction is a bicyclic nonane called 9-BBN. To stop dimerizations, this reaction's solvent is usually THF. The formation of a pi complex in this reaction explains its syn stereochemistry, and its regiochemistry is explained both by sterics and because a nonbonding p orbital accepts electrons from a pi bonding orbital. In a reaction discovered by Herb Brown, the intermediate from this reaction is treated with basic hydrogen peroxide to generate alcohols where the hydroxyl group is on the less substituted carbon. For 10 points, name this anti-Markovnikov addition to alkenes of the element with atomic number 5.
Either pyridine complexes or potassium bifluoride can be used in this reaction to form the monoadduct instead of a polysubstituted product.
hydroboration [or hydroboration-oxidation]