1. A reaction is termed stereospecific if starting materials differing only in their @[email protected] are converted into stereoisomeric products. According to this definition, a stereospecific process is necessarily @[email protected] but not all stereoselective processes are stereospecific. Stereospecificity may be total (100%) or partial. The term is also applied to situations where reaction can be performed with only one stereoisomer. For example, the exclusive formation of @[email protected]-1,2-dibromocyclohexane upon bromination of cyclohexene is a stereospecific process, although the analogous reaction with (E)-cyclohexene has not been performed.
  2. The term has also been applied to describe a reaction of very high @[email protected], but this usage is unnecessary and is discouraged.
PAC, 1994, 66, 1077. (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1167 [Terms] [Paper]
PAC, 1996, 68, 2193. (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2219 [Terms] [Paper]