Collect. Czech. Chem. Commun.
2002, 67, 235-244
https://doi.org/10.1135/cccc20020235
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
Abstract
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.