If the reaction is catalyzed by an enzyme, the stereochemistry of addition is tightly controlled, and leads to one specific stereoisomer - this is because the nucleophilic and electrophilic substrates...If the reaction is catalyzed by an enzyme, the stereochemistry of addition is tightly controlled, and leads to one specific stereoisomer - this is because the nucleophilic and electrophilic substrates are bound in a specific positions within the active site, so that attack must occur specifically from one side.