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Alcohols from Alkenes: Oxymercuration–Demercuration . . . . . . . . . . Alcohols from Alkenes: Oxymercuration–Demercuration . . . . . . . . . . Mechanism of Oxymercuration–Demercuration . . . . . . . . . . . . . . . . Mechanism of Oxymercuration–Demercuration . . . . . . . . Alcohols from Alkenes: Hydroboration–Oxidation . . Syn Addition . . . . . . Alcohols from Alkenes: Hydroboration–Oxidation . . Syn Addition Herbert C. Brown discovered (1956) hydroboration which led to his being named a co-winner of the 1979 Nobel Prize in Chemistry . . . . . . . . Alcohols from Alkenes: Hydroboration–Oxidation . . . . . . . . . . Orbital View for Hydroboration . . . . . . . . Oxidation and Hydrolysis of Alkylboranes . . . Repeat sequence twice . . . . . . . . . Regio- and Stereochemistry of Hydroboration and Oxidation . . . . . . . . . . Addition of Bromine to Alkenes Addition of Bromine to Alkenes: Mechanism . . Stereospecific Reactions . . Reaction 1 . . Reaction 2 A reaction is stereospecific when a particular stereoisomeric form of the starting material reacts in such a way that it gives a specific stereoisomeric form of the product.