I thank the College for a creative research leave in the spring quarter, 1969, during which the major portion of this manuscript was written. I also thank Janice L. Romstad, du Pont Experimental Station, for assistance in searching the chemical literature.
The Base-Promoted Rearrangements of Quaternary Ammonium Salts
Published Online: 15 MAR 2011
Copyright © 2004 by Organic Reactions, Inc. Published by John Wiley & Sons, Inc.
How to Cite
Pine, S. H. 2011. The Base-Promoted Rearrangements of Quaternary Ammonium Salts. Organic Reactions. 18:4:403–464.
- Published Online: 15 MAR 2011
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The based-promoted rearrangements of quaternary ammonium salts can be divided into two categories. In the Stevens rearrangement one-alkyl group migrates from the quaternary nitrogen group to the alpha carbon atom of a second alkyl group. The Somelet-Hayser rearrangement involves migration to the ortho position of a benzyl quaternary ammonium salt. When structurally feasible, both rearrangements may occur simultaneously although experimental conditions markedly affect the competing pathways.
- Sommelet-Hauser rearrangements;
- Stevens rearrangements;
- quaternary ammonium salts;
- competitive rearrangements. experimental conditions