Article ID Journal Published Year Pages File Type
5269763 Tetrahedron Letters 2011 4 Pages PDF
Abstract
The intramolecular crossed aldehyde-ketone benzoin condensation in the chalcone of o-phthalaldehyde (OPA) catalyzed by N-heterocyclic carbene (NHCs) generated in situ from readily available imidazolium and thiazolium salts is described. In this reaction, bicyclic α-hydroxyl ketones (naphthalenone type tertiary alcohol) were selectively produced in good yields (75-94%) in shorter reaction times (20 min) through nucleophilic addition of acyl anion generated by umpolung in OPA-chalcone (regio controlled).
Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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