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Sigmatropic : ウィキペディア英語版
Sigmatropic reaction

A sigmatropic reaction in organic chemistry is a pericyclic reaction wherein the net result is one σ-bond is changed to another σ-bond in an uncatalyzed intramolecular process.〔Carey, F.A. and R.J. Sundberg. ''Advanced Organic Chemistry'' Part A ISBN 0-306-41198-9〕 The name ''sigmatropic'' is the result of a compounding of the long-established sigma designation from single carbon–carbon bonds and the Greek word ''tropos'', meaning turn. In this type of rearrangement reaction, a substituent moves from one part of a π-bonded system to another part in an intramolecular reaction with simultaneous rearrangement of the π system. True sigmatropic reactions are usually uncatalyzed, although Lewis acid catalysis is possible. Sigmatropic reactions often have transition-metal catalysts that form intermediates in analogous reactions. The most well-known of the sigmatropic rearrangements are the () Cope rearrangement, Claisen rearrangement, Carroll rearrangement and the Fischer indole synthesis.
==Overview of sigmatropic shifts==


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