Regioselectivity is preferential reaction at one of several constitutionally distinct sites or orientations. It concerns which bonds form where, rather than the configuration of the resulting stereocenters.
For example, adding a reagent across an unsymmetrical alkene can place its two components in either orientation, producing different constitutional isomers. Electronic effects, steric interactions, and the catalyst determine the product ratio. A reaction can be strongly regioselective but weakly enantioselective, since site preference and handedness are independent questions.
The conventional addition orientation in which the incoming hydrogen goes to the alkene carbon already bearing more hydrogens, in the ordinary applicable unsymmetrical-alkene setting.
An addition whose regiochemical outcome is opposite to the conventional Markovnikov orientation. hydroboration followed by oxidation places OH at the less substituted alkene carbon.

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Regioselectivity refers to the preference of a chemical reaction to occur at one specific location over another in a molecule that contains multiple reactive sites. This selectivity is particularly significant in organic chemistry, where a molecule may have several functional groups or double bonds that can potentially react. For example, in the case of electrophilic addition reactions or substitutions, a reagent might attack different positions on a substrate. Regioselectivity indicates which position the reagent preferentially reacts with, leading to a major product.