Collect. Czech. Chem. Commun. 2002, 67, 235-244

Direct Preparation of N-(Alk-1-en-1-yl)carbamates from Cyclic Ketones and Unsubstituted Carbamates

Philippe Dupau, Anne-Emmanuelle Hay, Célia Alameda Angulo, Pierre H. Dixneuf and Christian Bruneau*

Institut de Chimie de Rennes, UMR 6509: CNRS-Université de Rennes, Organométalliques et Catalyse, Campus de Beaulieu, 35042 Rennes Cedex, France


N-(Alk-1-en-1-yl)carbamates bearing an endocyclic carbon-carbon double bond have been prepared by the reaction of unsubstituted carbamates with tetrahydronaphthalen-2-one and chroman-2-one derivatives in the presence of a catalytic amount of 4-methylbenzene-1-sulfonic acid.

Keywords: N-(Alk-1-en-1-yl)carbamates; Cyclic ketones; Chromenes; Dihydronaphthalenes; Amines; Acid catalysis; Enantioselective hydrogenation.

References: 30 live references.