Titlebook: Organic Synthesis in Water; Paul A. Grieco Book 1998 Springer Science+Business Media New York 1998 Claisen rearrangement.Rearrangement.org

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Base-catalyzed aldol- and Michael-type condensations in aqueous media,n in its biosynthetic processes, for example, in the prebiotic formation of saccharides [1]. Strictly speaking, the aldol reaction is the self-coupling of an aldehyde, having at least one active hydrogen in the α-position, to give a β-hydroxyaldehyde called an aldol (aldol addition), which sometimes dehydrates (aldol condensation).

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978-94-010-6077-6Springer Science+Business Media New York 1998

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Overview: 978-94-010-6077-6978-94-011-4950-1

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Hetero Diels-Alder reactions,s, Lewis-acid catalysis and/or the use of highly reactive dienes. These reactions, therefore, have traditionally been performed in aprotic organic solvents for the solubility and compatibility of the required reagents and catalysts. As a consequence, there are inherent limitations with respect to th

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Claisen rearrangements in aqueous solution, allyl phenyl ethers to .-allyl phenols was described soon thereafter [2]. Claisen later proposed that a cyclic mechanism was involved in both reactions [3]. The aromatic Claisen rearrangement was subsequently demonstrated to be intramolecular and to proceed with inversion of the allyl group; that i