Illustrated Glossary of Organic Chemistry
3,3-Shift: A molecular
rearrangement
in which a sigma
bond is broken with simultaneous formation of a new sigma
bond two atoms distant from each end of the bond
broken.
Example reactions involving a 3,3-shift. Note
the numbering of the atoms.
- Related terms: Sigmatropic
reaction, pericyclic
reaction, 1,2-H
shift, 1,2-shift,
1,3-H
shift, 1,5-H
shift, Woodward-Hoffmann
rules, Ph,
arrows,
reaction
mechanism
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