A reaction that inducts more than one chiral center in the products can be both diastereoselective and enantioselective. For example, molecules with two chiral centers have two In 1979, Professor Herbert Charles Brown was awarded the Nobel Prize for his work on hydroboration and generally, organoboranes. In hydroboration-oxidation reactions, an alkene is converted into an alcohol. The reaction is regioselective because the alcohol is formed at the anti-Markovnikov position. It is also diastereoselective as the mechanism is a concerted, syn-addition of the H and OH groups. Scheme 3. Hydroboration-oxidation reactions produce anti-Markovnikov alcohols with syn-addition of H and OH groups.