4.4 Article

The development of asymmetric primary amine catalysts based on cinchona alkaloids

Journal

SYNLETT
Volume -, Issue 13, Pages 1919-1930

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1078524

Keywords

asymmetric organocatalysis; primary amines; cinchona alkaloids; iminium ions; enamines

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Primary amines derived from natural cinchona alkaloids are demonstrated to be excellent catalysts for a number of asymmetric reactions of carbonyl compounds. In comparison with chiral secondary amines, these primary amines exhibit Superior catalytic efficacy in the Michael addition and cycloaddition reactions of alpha,beta-unsaturated ketones, and high stereoselectivities have been generally achieved. Additionally, they can also be effectively applied in the enamine catalysis of carbonyl compounds, even in the reactions of rarely used aryl ketones.

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