Written by J.A Dobado | Last Updated on September 15, 2025
What is Carroll rearrangement?
The Carroll rearrangement is a chemical reaction that can be used to prepare γ,δ-unsaturated ketones. This reaction involves either the base-catalyzed reaction of allylic alcohols with β-ketoesters or the thermal rearrangement of allyl acetoacetates.
References
- 131. Addition of αβ-unsaturated alcohols to the active methylene group. Part I. The action of ethyl acetoacetate on linalool and geraniol
M. F. Carroll, J. Chem. Soc., 1940, 704-706
DOI: 10.1039/JR9400000704 - 89. Addition of βγ-unsaturated alcohols to the active methylene group. Part III. Scope and mechanism of the reaction
M. F. Carroll, J. Chem. Soc., 1941, 507-511
DOI: 10.1039/JR9410000507https://doi.org/10.1039/JR9410000507 - The Rearrangement of Allyl-Type Esters of β-Keto Acids
Walter Kimel and Arthur C. Cope
Journal of the American Chemical Society 1943 65 (10), 1992-1998
DOI: 10.1021/ja01250a049
Full Professor of Organic Chemistry at the University of Granada, with a long-standing research career in Computational Chemistry and molecular modeling and design.