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Stereoselectivity in Alkene Additions

Article ID: 94
Last updated: 22 Jul, 2011
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When an alkene undergoes addition, two new sigma bonds form.  If we think of an alkene as having two faces (top or bottom), then the two new sigma bonds can either both form on the same face, which we call syn addition, or they can be formed on opposite faces, which we call anti addition.  A simplified illustration is shown below.

Some alkene additions may not be stereoselective.

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Regioselectivity in Alkene Additions     Epoxidation of Alkenes

Department of Chemistry & Chemical Biology